Benzyl chloroformate → 4-Oxo-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid benzyl ester

HRID 1934484ノート

反応式

HRID 1934484 の反応式
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([N:19]1[CH2:26][CH:25]2[CH:21]([CH2:22][CH2:23][C:24]2=[O:27])[CH2:20]1)C1C=CC=CC=1>ClCCl>[CH2:1]([O:8][C:9]([N:19]1[CH2:26][CH:25]2[CH:21]([CH2:22][CH2:23][C:24]2=[O:27])[CH2:20]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 10387Benzyl chloroformate2 回HCID 134637692-Benzylhexahydrocyclopenta[c]pyrrol-4(1H)-one

生成物 1

HCID 185091484-Oxo-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid benzyl ester収率 72%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Benzyloxycarbonyl chloride (5.14 ml, 36.0 mmol) was added dropwise to a solution of 7-benzyl-2-oxo-7-azabicyclo[3.3.0]octane (5.20 g, 24.2 mmol) in dichloromethane (50 ml) under cooling with ice, followed by stirring at room temperature for 24 hours. The mixture was again cooled with ice, and benzyloxycarbonyl chloride (5.14 ml, 36.0 mmol) was added thereto dropwise. After removing the solvent by evaporation, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give 4.52 g (17.4 mmol, 72%) of the title compound as a colorless oily substance.

後処理

  1. temperatureunder cooling with ice
  2. additionwas added
  3. customAfter removing the solvent
  4. customby evaporation
  5. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-3998ef7cc5b24d0fb3483f812291470c
出典データセット
uspto-grants-2002_05
特許番号
US06384050B1

反応ノート

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