Diethyl Ether → (Z)-4-benzyloxy-2-butenal

HRID 21553

반응식

HRID 21553 반응식
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([O:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][OH:24])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OCC)C>ClCCl>[CH2:12]([O:19][CH2:20]/[CH:21]=[CH:22]\[CH:23]=[O:24])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 11008492cis-4-Benzyloxy-2-buten-1-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 11401075(Z)-4-benzyloxy-2-butenal수율 65.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

11.1 g of pyridinium chlorochromate and 12 g of Celite were suspended in 100 ml of dry dichloromethane, and 6 g of (Z)-4-benzyloxy-2-buten-1-ol was added thereto at 0° C. under stirring. The mixture was stirred at room temperature for 3 hours. Diethyl ether was added thereto, and insolubles were removed by filtration. The filtrate was distilled under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (diethyl ether) to obtain 3.9 g of (Z)-4-benzyloxy-2-butenal as slightly yellow oily substance.

후처리

  1. stirringThe mixture was stirred at room temperature for 3 hours
  2. custominsolubles were removed by filtration
  3. distillationThe filtrate was distilled under reduced pressure
  4. customto remove the solvent
  5. customthe residue was purified by silica gel column chromatography (diethyl ether)

출처 및 근거

ORD 기록
ord-b1c06dfe898c48e38dc12d83f43513b7
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424309

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