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

HRID 129312노트

반응식

HRID 129312 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 193734152,2-Di(benzylthiomethyl)pentanal

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
20 °C

실험 절차

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 (1.5 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).

후처리

  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

출처 및 근거

ORD 기록
ord-6d1d7433fbd64c8d934a486f6715ca7b
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466710

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