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

HRID 226273ノート

反応式

HRID 226273 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e26669bfbe024d138ddc363d0ea73067
出典データセット
uspto-grants-2009_07
特許番号
US07557238B2

反応ノート

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