Diethyl Ether → 2-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindole-1,3-dione

HRID 128748

反応式

HRID 128748 の反応式
[C:1]1(=[O:18])[N:5]([CH:6]2[CH2:11][CH2:10][CH:9]([OH:12])[CH2:8][CH2:7]2)[C:4](=[O:13])[C:3]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:2]12.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C(OCC)C>ClCCl>[C:4]1(=[O:13])[N:5]([CH:6]2[CH2:7][CH2:8][C:9](=[O:12])[CH2:10][CH2:11]2)[C:1](=[O:18])[C:2]2=[CH:17][CH:16]=[CH:15][CH:14]=[C:3]12

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 288726trans-2-(4-Hydroxycyclohexyl)-isoindole-1,3-dioneHCID 178418287HCID 178418287、化合物

生成物 1

HCID 119983912-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindole-1,3-dione収率 90.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 4-phthalimido cyclohexanol (7.1 g, 0.029 mole) in dichloromethane (250 ml) was treated with pyridinium chlorochromate (8.6 g, 0.04 mole) and the resulting dark mixture was stirred at room temperature overnight. Diethyl ether (50 ml) was added and the mixture filtered through keiselguhr. The filtrate was concentrated in vacuo and the residue purified by column chromatography (SiO2 ; CHCl3 /EtOAc) to give 4-phthalimido cyclohexanone as a white solid (6.4 g).

後処理

  1. filtrationthe mixture filtered through keiselguhr
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue purified by column chromatography (SiO2 ; CHCl3 /EtOAc)

出典と根拠

ORDレコード
ord-93286cc698e44aef82cea3e76c3a9196
出典データセット
uspto-grants-1995_11
特許番号
US05464864

関連ノート

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