GB607538A - Improvements relating to the bromination of phenones - Google Patents
Improvements relating to the bromination of phenonesInfo
- Publication number
- GB607538A GB607538A GB391546A GB391546A GB607538A GB 607538 A GB607538 A GB 607538A GB 391546 A GB391546 A GB 391546A GB 391546 A GB391546 A GB 391546A GB 607538 A GB607538 A GB 607538A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyloxy
- bromopropiophenone
- bromoacetophenone
- methoxy
- methyl
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Brominated phenones are prepared by treating an acetophenone or a propiophenone substituted in the phenyl ring by one or more methoxy, ethoxy or benzyloxy groups with bromine in the presence of methyl alcohol as a solvent. In a preferred way of carrying the invention into effect the phenone is dissolved in 5-20 parts by weight of methyl alcohol and bromine either in liquid form or dissolved in methyl alcohol is added slowly with constant stirring at such a rate that the colour of the reaction mixture is not darker than a medium orange shade. The reaction mixture is preferably cooled as the reaction proceeds, the reaction having been started by the addition of a few drops of hydrochloric or other non-oxidizing acid. When the bromination is over the reaction mixture is diluted with water to cause crystallization of the product. Examples are given of the preparation by the method of the invention of the following brominated phenones (1) 2 : 5-dimethoxy-a -bromo-acetophenone. (2) 2-Methoxy-5-methyl-a -bromoacetophenone. (3) a -Bromacetoveratrone. (4) 2-Methoxy-5-methyl-a -bromopropiophenone. (5) 2 : 6 - Dimethoxy - a - bromopropiophenone. (6) 2 : 5 - Diethoxy - a - bromacetophenone. (7) 2 : 5 - Diethoxy - a - bromopropiophenone. (8) 2 - Benzyloxy - 5 - methyl - a - bromoacetophenone. (9) 2 - Benzyloxy - 5 - methyl - a - bromo - propio - phenone. (10) 2 - Benzyloxy - 5 - methoxy - a - bromoacetophenone. (11) 2 - Benzyloxy - 5 - methoxy-a -bromopropiophenone. (12) 2-benzyloxy - 5-ethoxy-a -bromoacetophenone. (13) 2-Benzyloxy - 5 - ethoxy - a - bromopropiophenone. (14) 2 : 5 - Dibenzyloxy - a - bromoacetophenone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB391546A GB607538A (en) | 1946-02-07 | 1946-02-07 | Improvements relating to the bromination of phenones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB391546A GB607538A (en) | 1946-02-07 | 1946-02-07 | Improvements relating to the bromination of phenones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB607538A true GB607538A (en) | 1948-09-01 |
Family
ID=9767278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB391546A Expired GB607538A (en) | 1946-02-07 | 1946-02-07 | Improvements relating to the bromination of phenones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB607538A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3193448A (en) * | 1963-07-01 | 1965-07-06 | Buckman Labor Inc | Control of slime in aqueous liquids with a monosubstituted 2-bromoacetophenone |
| CN102701937A (en) * | 2012-05-22 | 2012-10-03 | 太仓沪试试剂有限公司 | Preparation method of omega-bromo acetophenone |
| CN113801005A (en) * | 2021-06-16 | 2021-12-17 | 浙江师范大学 | Preparation method of alpha-bromoacetophenone compound |
| CN114573534A (en) * | 2022-03-30 | 2022-06-03 | 八叶草健康产业研究院(厦门)有限公司 | Preparation method of 5-bromobenzofuranone |
-
1946
- 1946-02-07 GB GB391546A patent/GB607538A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3193448A (en) * | 1963-07-01 | 1965-07-06 | Buckman Labor Inc | Control of slime in aqueous liquids with a monosubstituted 2-bromoacetophenone |
| CN102701937A (en) * | 2012-05-22 | 2012-10-03 | 太仓沪试试剂有限公司 | Preparation method of omega-bromo acetophenone |
| CN113801005A (en) * | 2021-06-16 | 2021-12-17 | 浙江师范大学 | Preparation method of alpha-bromoacetophenone compound |
| CN114573534A (en) * | 2022-03-30 | 2022-06-03 | 八叶草健康产业研究院(厦门)有限公司 | Preparation method of 5-bromobenzofuranone |
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