JPH0597749A - Alpha-(2,4,4-trimethylheptyl or heptenyl-3-oxy)-beta-alkanol and perfume composition containing the same compound - Google Patents

Abstract

PURPOSE:To obtain a new alpha-(2,4,4-trimethylheptyl or heptenyl-3-oxy)-beta-alkanol having grapefruity, woody aromas, etc., excellent in properties of the remaining aromas. CONSTITUTION:An alpha-(2,4,4-trimethylheptyl or heptenyl-3-oxy)-beta-alkanol expressed by formula 1 (R<1> is H or methyl; R<2> to R<4> are H or 1-4C alkyl; the broken line indicates that double bond may be present there). A compound expressed by formula 1a in which the broken line is double bond in the compound expressed by formula 1 is obtained by reducing a 2,4,4-trimethyl-3-alkanone expressed by formula 3, then reacting the resultant alcohol derivative expressed by formula 2 with a strong base, producing an alcoholate and subsequently reacting the obtained alcoholate with an epoxide expressed by formula 4.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel aromatic compound and a fragrance composition containing the same, and more particularly to a compound having a scent of grapefruit, woody or the like having an excellent residual aroma and a fragrance composition containing the same. Regarding things.

[0002]

2. Description of the Related Art In recent years,
The search for compounds that can be used as raw materials for perfumes is becoming more and more extensive. For example, the following compound (2)

[0003]

[Chemical 2]

Has been reported to be produced by hydrolyzing a zirconium diene complex and a carbonium compound adduct (Journal of Organometallic Chemistry, 363, 61-76, 1989).
Year). However, the compound (2) has not been used as a raw material for other industrial products as well as a fragrance,
There has been a demand for effective utilization of the compound.

[0005]

The inventors of the present invention have noticed that the compound (2) can be obtained in a high yield by reducing a compound which is easily synthesized from diisopropyl ketone and an allyl halide. However, as a result of diligently searching for a new fragrance compound using the compound (2) as a raw material, the ether alcohols obtained by the epoxide addition or the hydrogenation reaction to the compound (2) have excellent residual odor properties such as grapefruit-like and wood-like. The present invention was found to be useful as a fragrance because it has the odor of, and has completed the present invention.

That is, the present invention uses the following equation (1)

[0007]

[Chemical 3]

(In the formula, R ¹ represents a hydrogen atom or a methyl group, R ² , R ³ and R ⁴ represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the broken line has a double bond there. It is also possible to provide α- (2,4,4-trimethylheptyl or heptenyl-3-oxy) -β-alkanol.

Furthermore, the present invention provides a perfume composition containing α- (2,4,4-trimethylheptyl or heptenyl-3-oxy) -β-alkanol represented by the above formula (1). is there.

The compound (1) can be prepared, for example, by any of the following methods (A), (B) and (C).

Method (A) According to the following reaction formula, 2,4,4-trimethyl-3-alkanone (3) is reduced (a), and the obtained alcohol derivative (2) is reacted with a strong base (b). , Alcoholate and then reacted with epoxide (4) (c) to obtain the compound (1a) of the present invention.

[0012]

[Chemical 4]

(In the formula, R ¹ , R ² , R ³ and R ⁴ have the same meanings as described above.)

In the above series of reactions, any reduction method can be used as long as it is a method generally used for selective reduction of ketones in olefin ketones. A typical example is a reduction reaction with a metal hydride such as lithium aluminum hydride or sodium borohydride (for example, “New Experimental Chemistry Course Vol. 14”, 46).
Pp. 1-483, published by Maruzen Co., Ltd. in 1977.

In the epoxide addition reaction, an ether solvent such as diethyl ether, dibutyl ether or tetrahydrofuran and a hydrocarbon solvent such as hexane, benzene, toluene or xylene can be used as a reaction solvent. Examples of strong bases include alkali metal hydrides such as sodium hydride, lithium hydride and potassium hydride, alkali metal amides such as sodium amide, lithium amide and potassium amide, alkali metal such as sodium, lithium and potassium, alkyl lithium. An alkyl metal compound such as an alkyl magnesium halide can be used. The amount of strong base is 0.1 to 2.0 equivalents, preferably 1.0 to 1.2, relative to the alcohol.
It is equivalent. The epoxide is used in an amount of 1.0 to 5.0 equivalents, preferably 1.0 to 1.2 equivalents, relative to the alcohol. The reaction temperature is 30 to 120 ° C., particularly 50 to 100 ° C. in both alcoholation and epoxide addition.
Is preferred.

Method (B) The compound (1b) of the present invention is obtained by reducing the compound (1a) of the present invention obtained by the method (A) according to the following reaction formula.

[0017]

[Chemical 5]

(In the formula, R ¹ , R ² , R ³ and R ⁴ have the same meanings as described above.) In the above reaction, the reduction can be carried out by a general hydrogenation reaction using a metal catalyst. Examples of the catalyst used include metal catalysts such as palladium, platinum, ruthenium, nickel and Cu—Cr catalysts. The reaction solvent may be solvent-free, for example, saturated hydrocarbon solvents such as hexane, alcohol solvents such as methanol and ethanol, diethyl ether, T
An ether solvent such as HF or dioxane can be used. The reaction temperature may be room temperature to 250 ° C, preferably room temperature to 150 ° C.

Method (C) According to the following reaction formula, 2,4,4-trimethyl-3-alkanone (3) is reduced (a), and the obtained alcohol (5) is reacted with a strong base (b), After converting to an alcoholate, epoxide (4) is reacted (c) to obtain the compound (1b) of the present invention.

[0020]

[Chemical 6]

(In the formula, R ¹ , R ² , R ³ and R ⁴ have the same meanings as described above.) In the above reaction, the reduction can be carried out by a general hydrogenation reaction using a metal catalyst. Examples of the catalyst used include metal catalysts such as palladium, platinum, ruthenium, nickel and Cu—Cr catalysts. The reaction solvent may be solvent-free, for example, saturated hydrocarbon solvents such as hexane, alcohol solvents such as methanol and ethanol, diethyl ether, T
An ether solvent such as HF or dioxane can be used. The reaction temperature may be room temperature to 250 ° C, preferably room temperature to 150 ° C.

In the epoxide addition reaction, an ether solvent such as diethyl ether, dibutyl ether or tetrahydrofuran and a hydrocarbon solvent such as hexane, benzene, toluene or xylene can be used as a reaction solvent. Examples of strong bases include alkali metal hydrides such as sodium hydride, lithium hydride and potassium hydride, alkali metal amides such as sodium amide, lithium amide and potassium amide, alkali metal such as sodium, lithium and potassium, alkyl lithium. ,
An alkyl metal compound such as an alkyl magnesium halide can be used. The amount of strong base is 0.1 to 2.0 equivalents, preferably 1.0 to 1.
It is 2 equivalents. The epoxide is used in 1.0 to 5.0 equivalents, preferably 1.0 to 1.2 equivalents, relative to the alcohol. The reaction temperature is preferably 30 to 120 ° C., particularly preferably 50 to 100 ° C. in both alcoholation and epoxy addition.

With respect to the compound (1) of the present invention obtained as described above, typical chemical structures and aromas thereof are shown in Tables 1 and 2.

[0024]

[Table 1]

[0025]

[Table 2]

[0026]

The compound α- (2,4,4-trimethylheptyl or heptenyl-3-oxy) -β-alkanol of the present invention has an aroma of grapefruit-like, tree-like, etc.
Moreover, since it has an excellent residual aroma,
It is widely used for high-grade perfume compositions that require perfume such as soap, shampoo, rinse, detergent, cosmetics, spray, and fragrance.

[0027]

EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited thereto. Example 1 1- (2,4,4-trimethyl-6-heptenyl-3-
Synthesis of (oxy) -2-propanol (Compound 1-1 of the invention) (a) 6.0 g (0.15) of sodium borohydride was added to a 500 ml round bottom flask equipped with a dropping funnel and a dime funnel.
mol) and 200 ml of ethyl alcohol were added, and 2,4,4-trimethyl-6-hepten-3-one 7 was added thereto at room temperature.
0 g (0.46 mol) was added dropwise over 1 hour. The reaction mixture was heated to 60 ° C., stirred for 24 hours, and then the solvent ethanol was distilled off under reduced pressure. The reaction mixture was acidified with 2N-sulfuric acid, extracted with hexane and distilled to give 2,4,4.
-Trimethyl-6-hepten-3-ol 61.7 g
(Bp 87 ° C./20 mmHg, yield 86%) was obtained.

IR and NMR data are shown below. IR (Film); 912,996,1371,1392,1473,1644,2878,2
_{^{. 962,3082,3514 cm -1 NMR (CDCl 3}} ); 0.93 (s, 6H), 0.93 (d, J = 7Hz, 3H), 1.00 (d, J = 7H
z, 3H), 1.4-2.0 (m, 2H), 2.05 (br.d, J = 7Hz, 2H), 3.15 (m, 1
H), 4.8-5.0 (m, 1H), 5.08 (br.s, 1H), 5.5-6.2 (m, 1H) ppm.

(B) 5.12 g of sodium hydride was added to a 300 ml round bottom flask equipped with a dropping funnel and a Dimroth.
(60% mineral oil dispersion, 0.128 mol) and xylene 50 m
l was added and heated to 110 ° C. A mixture of 20.0 g (0.128 mol) of 2,4,4-trimethyl-6-hepten-3-ol obtained in (a) and 50 ml of xylene was added dropwise thereto over 1 hour, and further hydrogen generation was stopped. For 30 minutes. After cooling the reaction mixture to 40 ° C,
Propylene oxide 11.1 g (0.192 mol) was added dropwise, the reaction temperature was raised to 90 ° C., and the mixture was stirred for 25 hours. The reaction mixture was neutralized with 3N-hydrochloric acid, the organic layer was separated from the aqueous layer and then distilled to give 7.0 g of 2,4,4-trimethyl-6-hepten-3-ol and 1- (2,4,4. 4-trimethyl-6-heptenyl-3-oxy) -2-propanol (1-1) 8.5 g (bp. 116 ° C / 10 mmHg,
Yield 31%) was obtained.

IR, NMR and GC of the compound (1-1)
-MS data are shown below. IR (Film); 915,960,996,1089,1116,1368,1389,14
_{^{. 73,1645,2878,2962,3080,3412 cm -1 NMR (CDCl 3}} ); 0.90 (s, 6H), 1.05 (d, J = 7Hz, 6H), 1.13 (d, J = 7H
z, 3H), 1.9-2.4 (m, 2H), 2.03 (br.d, J = 7Hz, 2H), 2.83 (m, 1
H), 3.3-3.7 (m, 2H), 3.7-4.2 (m, 1H), 4.8-5.0 (m, 1H), 5.07
(br.s, 1H), 5.5-6.2 (m, 1H) ppm.GC-MS (M ⁺ ); 214

Example 2 1- (2,4,4-trimethyl-6-heptenyl-3-
Synthesis of (oxy) -2-butanol (Compound 1-2 of the invention) In place of 11.1 g of propylene oxide of Example 1, 1,
The same operation as in Example 1 was carried out except that 13.8 g (0.192 mol) of 2-butylene oxide was used and the condition after dropping the epoxide was changed to 90 ° C. for 48 hours.
4,4-Trimethyl-6-hepten-3-ol 9.2
g and 1- (2,4,4-trimethyl-6-heptenyl-
3-oxy) -2-butanol (1-2) 12.8 g
(Bp. 110 ° C./6 mmHg, yield 44%) was obtained.

IR, NMR and GC of the compound (1-2)
-MS data are shown below. IR (Film); 912,996,1026,1089,1116,1368,1386,1
_{^{. 470,1642,2878,2961,3095,3454 cm -1 NMR (CDCl 3}} ); 0.90 (s, 6H), 0.97 (t, J = 7Hz, 3H), 1.05 (d, J = 7H
z, 6H), 1.2-1.8 (m, 2H), 1.9-2.4 (m, 2H), 2.07 (br.d, J = 7H
z, 2H), 2.83 (m, 1H), 3.2-4.0 (m, 3H), 4.7-5.0 (m, 1H), 5.08
(br.s, 1H), 5.4-6.1 (m, 1H) ppm. GC-MS (M ⁺ ); 228

Example 3 1- (2,4,4-trimethyl-6-heptenyl-3-
Synthesis of (oxy) -2-hexanol (Compound 1-3 of the invention) In place of 11.1 g of propylene oxide of Example 1, 1,
2-Hexene oxide (19.2 g, 0.192 mol) was used, and the same operation was performed except that the condition after dropping the epoxide was changed to 90 ° C. for 48 hours. As a result, 2,4,4-trimethyl-6-heptene was obtained. -3-All 4.6g and 1-
(2,4,4-Trimethyl-6-heptenyl-3-oxy) -2-hexanol (1-3) 18.5 g (bp.
132 ° C./5 mmHg, yield 55%).

IR, NMR and GC of the compound (1-3)
-MS data are shown below. IR (Film); 915,996,1020,1089,1116,1368,1386,1
_{^{. 470,1640,2872,2956,3076,3448 cm -1 NMR (CDCl 3}} ); 0.90 (s, 6H), 1.01 (t, J = 7Hz, 3H), 1.05 (d, J = 7H
z, 6H), 1.2-1.7 (m, 6H), 1.9-2.4 (m, 4H), 2.85 (m, 1H), 3.3-
4.0 (m, 3H), 4.8-5.0 (m, 1H), 5.07 (br.s, 1H), 5.4-6.0 (m, 1
H) ppm.GC-MS (M ⁺ ); 256

Example 4 1- (2,4,4,6-tetramethyl-6-heptenyl-3-oxy) -2-propanol (Compound of the present invention 1-
Synthesis of 4) 2,4,4-trimethyl-6-hepten-3-one in Example 1 (a) was replaced by 2,4,4,6-tetramethyl-
76.4 g of 6-hepten-3-one was used, and 2,4,4-trimethyl-6-heptene-3 of Example 1 (b) was used.
-2,4,4,6-tetramethyl-6- instead of ol
The same reaction as in Example 1 was carried out using 21.8 g of hepten-3-ol.

2,4,4,6-Tetramethyl-6-hepten-3-ol (bp 101 ° C./20 mmHg, yield 9
IR and NMR data for 1%) are shown below. IR (film); 891,960,1086,1386,1470,1644,2962,3
_{^{. 076,3406 cm -1 NMR (CDCl 3}} ); 0.92 (d, J = 7Hz, 3H), 0.95 (s, 6H), 1.00 (d, J = 7H
z, 3H), 1.4-2.0 (m, 2H), 1.80 (d, J = 2Hz, 3H), 2.03 (d, J = 2Hz,
2H), 3.16 (m, 1H), 4.67 (br.s, 1H), 4.77 (br.s, 1H) ppm.

By the above reaction, 1- (2,4,4,6-
Tetramethyl-6-heptenyl-3-oxy) -2-propanol (1-4) (bp. 136 ° C / 10 mmHg, yield 30%, unreacted raw material recovery 40%) was obtained. IR, N
The MR and GC-MS data are shown below. IR (film); 891,960,1086,1386,1470,1644,2885,2
962,3076,3406 cm ^-1 .NMR (CDCl ₃ ); 0.95 (s, 6H), 1.06 (d, J = 7Hz, 6H), 1.17 (d, J = 7H
z, 3H), 1.80 (d, J = 2Hz, 3H), 2.0-2.5 (m, 2H), 2.05 (s, 2H), 2.
8-3.0 ((m, 1H), 3.2-3.7 ((m, 2H), 3.7-4.2 (m, 1H), 4.63 (br.
s, 1H), 4.83 (br.s, 1H) ppm.GC-MS (M ⁺ ); 228

Example 5 1- (2,4,4,6-tetramethyl-6-heptenyl-3-oxy) -2-butanol (Compound of the present invention 1-
Synthesis of 5) In place of 11.1 g of propylene oxide of Example 4, 1,
As a result of performing the same operation as in Example 4 except that 18.4 g (0.256 mol) of 2-butylene oxide was used and the condition after dropping the epoxide was changed to 100 ° C. for 28 hours, 2,
2.6 g of 4,4,6-tetramethyl-6-hepten-3-ol and 1- (2,4,4,6-tetramethyl-6-
Heptenyl-3-oxy) -2-butanol (1-5)
15.5 g (bp.130 ° C./6 mmHg, yield 50%) were obtained.

IR, NMR and GC of the compound (1-5)
-MS data are shown below. IR (Film); 891,993,1029,1089,1370,1389,1470,1
_{^{. 644,2878,2962,3070,3460 cm -1 NMR (CDCl 3}} ); 0.93 (s, 6H), 1.00 (t, J = 7Hz, 3H), 1.05 (d, J = 7H
z, 6H), 1.2-1.7 (m, 2H), 1.78 (d, J = 2Hz, 3H), 2.0-2.4 (m, 2
H), 2.04 (s, 2H), 2.7-2.9 (m, 1H), 3.2-3.9 (m, 3H), 4.67 (br.
s, 1H), 4.88 (m, 1H) ppm.GC-MS (M ⁺ ); 242

Example 6 1- (2,4,4,6-tetramethyl-6-heptenyl-3-oxy) -2-hexanol (Compound of the present invention 1-
Synthesis of 6) In place of 11.1 g of propylene oxide of Example 4, 1,
As a result of performing the same operation as in Example 4 except that 25.6 g (0.256 mol) of 2-hexene oxide was used and the condition after dropping the epoxide was changed to 100 ° C. for 28 hours, 2,
4.1 g of 4,4,6-tetramethyl-6-hepten-3-ol and 1- (2,4,4,6-tetramethyl-6-
Heptenyl-3-oxy) -2-hexanol (1-
6) 20.4 g (bp. 142 ° C / 5 mmHg, yield 59)
%) Was obtained.

IR, NMR and GC of the compound (1-6)
-MS data are shown below. IR (Film); 891,1089,1113,1370,1386,1470,1644,
2872,2962,3076,3460 cm ^-1 .NMR (CDCl ₃ ); 0.93 (s, 6H), 1.00 (t, J = 7Hz, 3H), 1.05 (d, J = 7H
z, 6H), 1.2-1.7 (m, 6H), 1.78 (d, J = 2Hz, 3H), 2.0-2.4 (m, 2
H), 2.04 (s, 2H), 2.7-3.0 (m, 1H), 3.2-4.0 (m, 3H), 4.65 (br.
s, 1H), 4.85 (br.s, 1H) ppm.GC-MS (M ⁺ ); 270

Examples 7 to 12 Synthesis of compounds (1-7) to (1-12) of the present invention: Compound (1-1) of the present invention (5.0 g) in a glass medium pressure hydrogenation container.
50% water content 5% Pd / C catalyst 0.2g and ethanol 2
0 ml was added, and the mixture was stirred at a hydrogen pressure of 3 kg / cm ² and a reaction temperature of 50 ° C. for 3 hours. After filtering the catalyst, the solvent was distilled off and the yield was 100%.
Thus, the present compound (1-7) [1- (2,4,4-trimethylheptyl-3-oxy) -2-propanol] was obtained. The same operations are performed for the compounds of the present invention (1-2) to (1-6), and the compounds of the present invention (1-8) to (1-12).
Respectively obtained.

IR, NMR and GC of the compound (1-7)
-MS data are shown below. IR (Film); 960,1089,1119,1368,1389,1470,2878,
_{^{. 2962,3406 cm -1 NMR (CDCl 3}} ); 0.90 (br.s, 9H), 1.04 (d, J = 7Hz, 6H), 1.14 (d, J
= 7Hz, 3H), 1.2-1.5 (m, 4H), 2.0-2.4 (m, 2H), 2.8-3.0 (m, 1
H), 3.2-4.0 (m, 3H) ppm. GC-MS (M ⁺ ); 216

1- (2,4,4-trimethylheptyl-
3-oxy) -2-butanol (the present compound 1-8)
IR, NMR and GC-MS data of are shown below. IR (film); 990,1089,1119,1368,1389,1470,2878,
2962,3460 cm ^-1 .NMR (CDCl ₃ ); 0.90 (br.s, 9H), 0.97 (t, J = 7Hz, 3H), 1.04 (d, J
= 7Hz, 6H), 1.1-1.8 (m, 6H), 1.8-2.4 (m, 2H), 2.8-3.0 (m, 1
H), 3.3-4.0 (m, 3H) ppm. GC-MS (M ⁺ ); 230

1- (2,4,4-trimethylheptyl-
3-oxy) -2-hexanol (the present compound 1-
The IR, NMR and GC-MS data of 9) are shown below. IR (Film); 960,1092,1119,1368,1386,1470,2875,
_{^{. 2956,3454 cm -1 NMR (CDCl 3}} ); 0.90 (br.s, 9H), 0.97 (t, J = 7Hz, 3H), 1.04 (d, J
= 7Hz, 6H), 1.1-1.7 (m, 10H), 1.8-2.4 (m, 2H), 2.8-3.0 (m, 1
H), 3.3-4.0 (m, 3H) ppm. GC-MS (M ⁺ ); 258

IR, NMR and GC-MS data of 1- (2,4,4,6-tetramethylheptyl-3-oxy) -2-propanol (inventive compound 1-10) are shown below. IR (film); 963,1089,1119,1368,1389,1473,2878,
_{^{. 2962,3406 cm -1 NMR (CDCl 3}} ); 0.92 (s, 6H), 0.92 (d, J = 7Hz, 6H), 1.03 (d, J = 7H
z, 6H), 1.1-1.5 (m, 3H), 1.13 (d, J = 7Hz, 3H), 1.8-2.4 (m, 2
H), 2.7-3.0 (m, 1H), 3.2-4.2 (m, 3H) ppm. GC-MS (M ⁺ ); 230

1- (2,4,4,6-tetramethylheptyl-3-oxy) -2-butanol (Compound 1 of the present invention
The IR, NMR and GC-MS data of -11) are shown below. IR (Film); 1026,1089,1119,1368,1389,1470,287
8,2962,3420 cm ^-1 .NMR (CDCl ₃ ); 0.92 (s, 6H), 0.93 (d, J = 7Hz, 6H), 0.95 (t, J = 9H
z, 3H), 1.05 (d, J = 7Hz, 6H), 1.2-1.8 (m, 5H), 1.9-2.4 (m, 2
H), 2.7-2.9 (m, 1H), 3.3-4.0 (m, 3H) ppm. GC-MS (M ⁺ ); 244

IR, NMR and GC-MS data of 1- (2,4,4,6-tetramethylheptyl-3-oxy) -2-hexanol (inventive compound 1-12) are shown below. IR (Film); 1017,1092,1119,1368,1389,1470,287
2,2956,3460 cm ^-1 .NMR (CDCl ₃ ); 0.92 (s, 6H), 0.92 (t, J = 7Hz, 3H), 0.93 (d, J = 7H
z, 6H), 1.03 (d, J = 7Hz, 6H), 1.1-1.9 (m, 9H), 1.9-2.4 (m, 2
H), 2.7-2.9 (m, 1H), 3.3-4.1 (m, 3H) ppm. GC-MS (M ⁺ ); 272

Example 13 Ylang-Ylang-prepared fragrance A fragrance having the following composition was prepared. The compound (1-1) of the present invention is added to 900 parts by weight of the above-prepared flavor.
1- (2,4,4-trimethyl-6-heptenyl-3-
By adding 100 parts by weight of (oxy) -2-propanol, a ylang-ylang-prepared fragrance having a floral-woody rich feeling and a natural feeling was obtained.

Example 14 Grapefruit-prepared fragrance A fragrance having the following composition was prepared. 1): Poirenate; (Specialty Kao Corporation) Ethyl 2-cyclohexyl propionate 2): Frutate; (Specialty Kao Corporation) Ethyltricyclo [5.2.1.0 ^2,6 ] decane-2-
Carboxylate 3): Sageton V; (Specialty from Kao Corporation) Spiro [bornane-3,1'-cyclopentan-2-one] 4): Milacaldehyde; (Specialty from IFF) 4- (4-methyl-) 3-Penten-1-yl) -3-cyclohexene-1-carboxaldehyde 5): Helional; (Specialty, IFF company) 2-Piperonylpropanal The compound (1-10) of the present invention is added to 900 parts by weight of the above-prepared perfume.
By adding 100 parts by weight of 1- (2,4,4,6-tetramethylheptyl-3-oxy) -2-propanol, a strong grapefruit feeling could be imparted.

Claims (2)

[Claims] 1. The following formula (1): (In the formula, R ¹ represents a hydrogen atom or a methyl group, and R ² , R
³ and R ⁴ represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the broken line indicates that there may be a double bond. Α- (2,4,4-trimethylheptyl or heptenyl-3-oxy) -β-alkanol represented by). 2. An α represented by the formula (1) according to claim 1.
-(2,4,4-trimethylheptyl or heptenyl-
A perfume composition containing 3-oxy) -β-alkanol.