BE893455A - Werkwijze ter bereiding van 3-methyl-3-(o-methoxyfenoxy)-benzo-2,4-dioxacyclohexanon. - Google Patents

Werkwijze ter bereiding van 3-methyl-3-(o-methoxyfenoxy)-benzo-2,4-dioxacyclohexanon. Download PDF

Info

Publication number: BE893455A
Authority: BE; Belgium
Prior art keywords: emi; anhydride; mixture; formula; methoxyphenoxy
Prior art date: 1981-06-10

Application number

BE2/59736A

Other languages

English (en)

Dutch (nl)

Original Assignee

Harris Pharma Ltd

Priority date (The priority date 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 date listed.)

1981-06-10

Filing date

1982-06-09

Publication date

1982-10-01

1982-06-09 Application filed by Harris Pharma Ltd filed Critical Harris Pharma Ltd

1982-10-01 Publication of BE893455A publication Critical patent/BE893455A/nl

Links

238000004519 manufacturing process Methods 0.000 title claims 2
LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 claims description 10
238000006243 chemical reaction Methods 0.000 claims description 9
150000008064 anhydrides Chemical class 0.000 claims description 7
238000000034 method Methods 0.000 claims description 6
229960001867 guaiacol Drugs 0.000 claims description 5
239000000203 mixture Substances 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 4
-1 aliphatic chlorinated hydrocarbon Chemical class 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
239000000010 aprotic solvent Substances 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
238000010992 reflux Methods 0.000 claims description 2
239000002253 acid Substances 0.000 claims 1
125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
150000001875 compounds Chemical class 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
239000000047 product Substances 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
239000012074 organic phase Substances 0.000 description 3
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
235000019260 propionic acid Nutrition 0.000 description 2
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000008096 xylene Substances 0.000 description 2
MEFKFJOEVLUFAY-UHFFFAOYSA-N (2,2,2-trichloroacetyl) 2,2,2-trichloroacetate Chemical compound ClC(Cl)(Cl)C(=O)OC(=O)C(Cl)(Cl)Cl MEFKFJOEVLUFAY-UHFFFAOYSA-N 0.000 description 1
DSGKWFGEUBCEIE-UHFFFAOYSA-N (2-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(Cl)=O DSGKWFGEUBCEIE-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
241001331845 Equus asinus x caballus Species 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
ZVARSKBWVMXPQO-UHFFFAOYSA-N [2-(chloromethyl)phenyl] acetate Chemical compound CC(=O)OC1=CC=CC=C1CCl ZVARSKBWVMXPQO-UHFFFAOYSA-N 0.000 description 1
229960001138 acetylsalicylic acid Drugs 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000007810 chemical reaction solvent Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/14—Antitussive agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Pulmonology (AREA)
Engineering & Computer Science (AREA)
Pain & Pain Management (AREA)
Rheumatology (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

BE2/59736A 1981-06-10 1982-06-09 Werkwijze ter bereiding van 3-methyl-3-(o-methoxyfenoxy)-benzo-2,4-dioxacyclohexanon. BE893455A (nl)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT22230/81A IT1137246B (it)	1981-06-10	1981-06-10	Procedimento per la preparazione di un derivato del 2,4-diossacicloesanone

Publications (1)

Publication Number	Publication Date
BE893455A true BE893455A (nl)	1982-10-01

Family

ID=11193382

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BE2/59736A BE893455A (nl)	1981-06-10	1982-06-09	Werkwijze ter bereiding van 3-methyl-3-(o-methoxyfenoxy)-benzo-2,4-dioxacyclohexanon.

Country Status (4)

Country	Link
JP (1)	JPS6041074B2 (it)
KR (1)	KR850001225B1 (it)
BE (1)	BE893455A (it)
IT (1)	IT1137246B (it)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS62226029A (ja) *	1986-03-28	1987-10-05	Tokyo Electric Co Ltd	ロ−ドセルの温度補正方法

1981
- 1981-06-10 IT IT22230/81A patent/IT1137246B/it active
1982
- 1982-06-08 JP JP57099096A patent/JPS6041074B2/ja not_active Expired
- 1982-06-09 BE BE2/59736A patent/BE893455A/nl not_active IP Right Cessation
- 1982-06-09 KR KR8202576A patent/KR850001225B1/ko not_active Expired

Also Published As

Publication number	Publication date
JPS6041074B2 (ja)	1985-09-13
KR850001225B1 (ko)	1985-08-23
IT8122230A0 (it)	1981-06-10
JPS5815971A (ja)	1983-01-29
IT1137246B (it)	1986-09-03
KR840000523A (ko)	1984-02-25

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Legal Events

Date

Code

Title

Description

1996-12-31

RE

Patent lapsed

Owner name: DR. L. ZAMBELETTI S.P.A.

Effective date: 19960630