GB1489451A - Process for the preparation of isoeugenol - Google Patents
Process for the preparation of isoeugenolInfo
- Publication number
- GB1489451A GB1489451A GB803875A GB803875A GB1489451A GB 1489451 A GB1489451 A GB 1489451A GB 803875 A GB803875 A GB 803875A GB 803875 A GB803875 A GB 803875A GB 1489451 A GB1489451 A GB 1489451A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isoeugenol
- eugenol
- catalysts
- preparation
- rhodium
- 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.)
- Expired
Links
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 title abstract 3
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 title abstract 3
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 title abstract 3
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 abstract 4
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 abstract 2
- 239000005770 Eugenol Substances 0.000 abstract 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229960002217 eugenol Drugs 0.000 abstract 2
- 150000003283 rhodium Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000003444 anaesthetic effect Effects 0.000 abstract 1
- 239000000796 flavoring agent Substances 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 150000003284 rhodium compounds Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings
Abstract
In a novel process for the preparation of isoeugenol, eugenol is isomerised with the aid of a catalytically active amount of a rhodium compound. The process is expediently carried out at temperatures of 25-160 DEG C, using, in particular, trivalent rhodium salts or monovalent rhodium complexes in the presence of acids as catalysts. In the case of catalysts which are sparingly soluble in eugenol, it is expedient to add a solvent. Isoeugenol has organoleptic properties and is used in the perfumes and flavourings industry. The substance is furthermore used in dentistry as a topical anaesthetic.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US44625374A | 1974-02-27 | 1974-02-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1489451A true GB1489451A (en) | 1977-10-19 |
Family
ID=23771906
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB803875A Expired GB1489451A (en) | 1974-02-27 | 1975-02-26 | Process for the preparation of isoeugenol |
Country Status (6)
Country | Link |
---|---|
JP (1) | JPS50121237A (en) |
CH (1) | CH616910A5 (en) |
DE (1) | DE2508347A1 (en) |
FR (1) | FR2262011B1 (en) |
GB (1) | GB1489451A (en) |
NL (1) | NL7501368A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103408407A (en) * | 2013-08-06 | 2013-11-27 | 重庆欣欣向荣精细化工有限公司 | Isoeugenol synthetizing method |
-
1975
- 1975-02-05 NL NL7501368A patent/NL7501368A/en not_active Application Discontinuation
- 1975-02-18 CH CH203175A patent/CH616910A5/en not_active IP Right Cessation
- 1975-02-25 FR FR7505766A patent/FR2262011B1/fr not_active Expired
- 1975-02-26 GB GB803875A patent/GB1489451A/en not_active Expired
- 1975-02-26 DE DE19752508347 patent/DE2508347A1/en not_active Ceased
- 1975-02-26 JP JP2379775A patent/JPS50121237A/ja active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103408407A (en) * | 2013-08-06 | 2013-11-27 | 重庆欣欣向荣精细化工有限公司 | Isoeugenol synthetizing method |
CN103408407B (en) * | 2013-08-06 | 2016-05-11 | 重庆欣欣向荣精细化工有限公司 | A kind of synthetic method of isoeugenol |
Also Published As
Publication number | Publication date |
---|---|
JPS50121237A (en) | 1975-09-23 |
FR2262011B1 (en) | 1978-09-22 |
NL7501368A (en) | 1975-08-29 |
FR2262011A1 (en) | 1975-09-19 |
DE2508347A1 (en) | 1975-08-28 |
CH616910A5 (en) | 1980-04-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |