Diethyl Ether → 2,2-Di(benzylthiomethyl)pentanal

HRID 1197365ノート

反応式

HRID 1197365 の反応式
[CH2:1]([S:8][CH2:9][C:10]([CH2:16][S:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH2:13][CH2:14][CH3:15])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C([O-])(=O)C.[Na+].C(OCC)C>ClCCl>[CH2:18]([S:17][CH2:16][C:10]([CH2:9][S:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH2:13][CH2:14][CH3:15])[CH:11]=[O:12])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 517045Sodium AcetateHCID 193733282,2-Di(benzylthiomethyl)pentan-1-olHCID 178418287HCID 178418287、化合物

生成物 1

HCID 193734152,2-Di(benzylthiomethyl)pentanal

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
20 °C

実験手順

A solution of 2,2-di-(benzylthiomethyl)pentan-1-ol (1.0 g Example XI) in dry dichloromethane (10 ml) was added to a stirred suspension of pyridinium chlorochromate (1.8 g) and anhydrous sodium acetate (0.11 g) in dry dichloromethane (25 ml) at 0° C., under a current of nitrogen. The reaction mixture was allowed to warm to 20° C. and then stirred for 2 hours. Dry diethyl ether was added and the mixture stirred for 30 minutes. The ethereal extracts were decanted off and the residue was washed with further portions of diethyl ether. The combined ethereal extracts were dried over anhydrous magnesium sulphate and the solvent was removed in vacuo. The residue was purified by chromatography on a mixture of silica and charcoal, eluting with diethyl ether. 2,2-Di(benzylthiomethyl)pentanal was obtained as a pale yellow oil (0.27 g).

後処理

  1. stirringthe mixture stirred for 30 minutes
  2. customThe ethereal extracts were decanted off
  3. washthe residue was washed with further portions of diethyl ether
  4. dry with materialThe combined ethereal extracts were dried over anhydrous magnesium sulphate
  5. customthe solvent was removed in vacuo
  6. customThe residue was purified by chromatography on a mixture of silica and charcoal
  7. washeluting with diethyl ether

出典と根拠

ORDレコード
ord-c1be3119c75c4806b7c90e1cdbd135f4
出典データセット
uspto-grants-1992_05
特許番号
US05116862

反応ノート

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