JPS5455552A - Preparation of 2-alkyl-3-methyl-2-cyclopentene-1-one - Google Patents
Preparation of 2-alkyl-3-methyl-2-cyclopentene-1-oneInfo
- Publication number
- JPS5455552A JPS5455552A JP12090377A JP12090377A JPS5455552A JP S5455552 A JPS5455552 A JP S5455552A JP 12090377 A JP12090377 A JP 12090377A JP 12090377 A JP12090377 A JP 12090377A JP S5455552 A JPS5455552 A JP S5455552A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- ring
- methyl
- compound
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 238000007142 ring opening reaction Methods 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000010254 Jasminum officinale Nutrition 0.000 abstract 1
- 240000005385 Jasminum sambac Species 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 abstract 1
- 229910001863 barium hydroxide Inorganic materials 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- -1 hydrochloric Chemical class 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: A ring-opening product resulting from the contact of 5-methyl-2-alkylfurane with an inorganic acid in aqueous alcohol is ring closed again by adding an alkali to prepare readily title substance used as jasmine perfume.
CONSTITUTION: The ring opening reaction of 5-methyl-2-alkylfurane of formula I (R is H or 1-10C alkyl) is conducted in the presence of 0.5W20wt%, based on the compound of formula I, of an inorganic acid, such as hydrochloric, sulfuric, phosphoric acid, in an aqueous solution of mono- or polyhydric alcohol that contains 1W10 wt% of water at 50W80°C for 2W15hr. The reaction mixture, without separation of the product, is incorporated with 1W20wt%, based on the solvent, of an alkali such as sodium hydroxide or barium hydroxide to conduct the ring formation 15 5W120°C for 1W10hr to afford the objective compound of formula II. The compound of formula I is derived from the reaction product of formula (V) from the compounds of formula III and formula IV
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12090377A JPS5455552A (en) | 1977-10-11 | 1977-10-11 | Preparation of 2-alkyl-3-methyl-2-cyclopentene-1-one |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12090377A JPS5455552A (en) | 1977-10-11 | 1977-10-11 | Preparation of 2-alkyl-3-methyl-2-cyclopentene-1-one |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5455552A true JPS5455552A (en) | 1979-05-02 |
Family
ID=14797839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12090377A Pending JPS5455552A (en) | 1977-10-11 | 1977-10-11 | Preparation of 2-alkyl-3-methyl-2-cyclopentene-1-one |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5455552A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3981920A (en) * | 1964-03-03 | 1976-09-21 | Firmenich S.A. | Method for preparing cyclopentenone derivatives |
-
1977
- 1977-10-11 JP JP12090377A patent/JPS5455552A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3981920A (en) * | 1964-03-03 | 1976-09-21 | Firmenich S.A. | Method for preparing cyclopentenone derivatives |
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