Imidazole → Ethyl 4-cyano-3-(tert-butyldiphenylsilyloxy)-butanoate

HRID 226273노트

반응식

HRID 226273 반응식
N1C=CN=C1.[C:6]([CH2:8][CH:9]([OH:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])#[N:7].[C:17]([Si:21](Cl)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:20])([CH3:19])[CH3:18].O>ClCCl>[C:6]([CH2:8][CH:9]([O:16][Si:21]([C:17]([CH3:20])([CH3:19])[CH3:18])([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])#[N:7]

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 94078tert-ButyldiphenylchlorosilaneHCID 4184461Ethyl 4-cyano-3-hydroxybutanoate

생성물 1

HCID 11718177Ethyl 4-cyano-3-(tert-butyldiphenylsilyloxy)-butanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Imidazole (6.5 g, 0.095 mol) was added to a chilled solution (−5 to −10° C.) of ethyl 4-cyano-3-hydroxybutanoate (10 g, 0.063 mol) in dichloromethane (100 ml) under stirring, followed by tert-butyl diphenyl silyl chloride (15.7 g, 0.057 mol). After stirring for 4 hours at room temperature, water (250 ml) was added to the reaction mixture and layers separated. The aqueous layer was extracted with dichloromethane (100 ml) and combined with the organic layer. The combined organic layer was evaporated to give title compound.

후처리

  1. stirringAfter stirring for 4 hours at room temperature
  2. customseparated
  3. extractionThe aqueous layer was extracted with dichloromethane (100 ml)
  4. customThe combined organic layer was evaporated

출처 및 근거

ORD 기록
ord-e26669bfbe024d138ddc363d0ea73067
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557238B2

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