GB838725A - Substituted butyryl chlorides - Google Patents
Substituted butyryl chloridesInfo
- Publication number
- GB838725A GB838725A GB307759A GB307759A GB838725A GB 838725 A GB838725 A GB 838725A GB 307759 A GB307759 A GB 307759A GB 307759 A GB307759 A GB 307759A GB 838725 A GB838725 A GB 838725A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- preparation
- alpha
- optically active
- racemic
- 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
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/48—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0838725/IV (b)/1> including the racemic and optically active forms thereof (wherein acyl represents an acyl radical of a C2-8 aliphatic carboxylic acid), and their preparation by reacting a mono-alkyl phenyl ethyl malonate with thionyl chloride, hydrogenating the resulting acid chloride to produce an alkyl alpha-hydroxymethyl-alpha-phenyl butyrate, hydrolysing this to the free acid, acylating this at the hydroxy group and chlorinating the product e.g. with thionyl chloride. For the preparation of optically active acid chlorides resolution is preferably effected at the alphahydroxymethyl-alpha-phenyl butyric acid stage, advantageously through the (-)-quinine salt. Examples describe the preparation of both the racemic and the optically active acid chlorides and intermediates therefor, the reduction stage being performed with sodium borohydride, the hydrolysis with aqueous sodium hydroxide and the acylation with acetic anhydride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB307759A GB838725A (en) | 1957-07-23 | 1957-07-23 | Substituted butyryl chlorides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB307759A GB838725A (en) | 1957-07-23 | 1957-07-23 | Substituted butyryl chlorides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB838725A true GB838725A (en) | 1960-06-22 |
Family
ID=9751539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB307759A Expired GB838725A (en) | 1957-07-23 | 1957-07-23 | Substituted butyryl chlorides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB838725A (en) |
-
1957
- 1957-07-23 GB GB307759A patent/GB838725A/en not_active Expired
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