반응 #55649
ord-033aa82002814349b96762619854d38d
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반응 조건
후처리
- 1기타evaporated in vacuo
- 2추출extracted with ether
- 3추출extracted with ethyl acetate
- 4세척washed once with brine
- 5기타dried
- 6기타evaporated
- 7기타the residue crystallized from a mixture of ethyl acetate-chloroform-hexane
실험 절차
To a stirred suspension of 57% sodium hydride-paraffin (1.4 g) in dry dimethylformamide (30 ml) is added dropwise a solution of ethanethiol (4.0 ml) in dry dimethylformamide (10 ml). After 15 minutes, a solution of 3-[(4-methoxyphenyl)methyl]glutaric acid (800 mg) in dry dimethylformamide (20 ml) is added. The resulting slurry is heated in a bath at 165° C. for 20 hours and evaporated in vacuo. The residue is acidified with 20% hydrochloric acid, extracted with ether and the extracts are discarded. The aqueous solution is saturated with salt and extracted with ethyl acetate. The extracts are combined, washed once with brine, dried, evaporated and the residue crystallized from a mixture of ethyl acetate-chloroform-hexane to give 600 mg of 3-[(4-hydroxyphenyl)methyl]glutaric acid, melting point 117°-119° C.