GB457824A - Manufacture of 3:4-dihydroxyphenyl-monoalkyl-(or monocycloalkyl-) amino-butanols useful as therapeutic agents - Google Patents
Manufacture of 3:4-dihydroxyphenyl-monoalkyl-(or monocycloalkyl-) amino-butanols useful as therapeutic agentsInfo
- Publication number
- GB457824A GB457824A GB16627/35A GB1662735A GB457824A GB 457824 A GB457824 A GB 457824A GB 16627/35 A GB16627/35 A GB 16627/35A GB 1662735 A GB1662735 A GB 1662735A GB 457824 A GB457824 A GB 457824A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihydroxyphenyl
- dibenzyloxy
- palladium
- hydrogen
- treating
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
3 : 4-Dihydroxyphenyl-monoalkyl- or monocycloalkyl - aminobutanols are prepared by brominating 3 : 4 - dihydroxybutyrophenone, preferably after preliminary aralkylation, treating the brominated product with an alkyl- or cycloalkyl-amine, and reducing the resulting alkyl- or cycloalkyl-aminoketone. The products, which possess therapeutic properties, may be separated into their optical isomers by means of optically-active acids. Examples are given of the preparation of (1) 3 : 4-dihydroxyphenyl - methylaminobutanol by brominating 3 : 4-dibenzyloxy-butyrophenone, treating the brombutyrophenone with methylbenzylamine and reducing the resulting 3 : 4-dibenzyloxy-phenylmethylbenzylaminobutanone as its hydrochloride in alcohol solution with hydrogen in the presence of palladium; (2) 3 : 4 - dihydroxyphenyl - cyclopentylaminobutanol by treating brominated 3 : 4-dibenzyloxy-butyrophenone with cyclopentylamine and the product first reduced in alcohol solution using palladium and hydrogen and the resulting 3 : 4-dihydroxycyclopentylaminobutyrophenone then hydrogenated in aqueous hydrochloric acid solution in the presence of palladium. The Specification as open to inspection under Sect. 91 also describes the preparation of 3 : 4-dihydroxyphenyl-ethylaminobutanol by reducing with hydrogen the reaction product of 3 : 4 - dibenzyloxy - bromobutyrophenone with ethylbenzylamine in presence of palladium. This subject-matter does not appear in the Specification as accepted. 3 : 4-Dibenzyloxybutyrophenone is obtained by heating butyropyrocatechin in alcohol solution with benzyl chloride in presence of potassium carbonate and sodium iodide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE457824X | 1934-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB457824A true GB457824A (en) | 1936-12-07 |
Family
ID=6539358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16627/35A Expired GB457824A (en) | 1934-06-07 | 1935-06-07 | Manufacture of 3:4-dihydroxyphenyl-monoalkyl-(or monocycloalkyl-) amino-butanols useful as therapeutic agents |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB457824A (en) |
-
1935
- 1935-06-07 GB GB16627/35A patent/GB457824A/en not_active Expired
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