Silica → 5-(Benzyloxy)pentanal

HRID 1090459

반응식

HRID 1090459 반응식
[C:1]1([CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Si](=O)=O.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Si]([O-])([O-])([O-])[O-].[Mg+2].[Mg+2]>C(Cl)Cl.C(OCC)C>[C:1]1([CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 24261SilicaHCID 66225Magnesium orthosilicateHCID 2211945-(Benzyloxy)pentan-1-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 110632585-(Benzyloxy)pentanal수율 78.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

Under a nitrogen atmosphere a mixture of 8.0 grams (0.041 mole) of 7-phenyl-6-oxaheptan-1-ol and 1.4 grams of 95% silicon dioxide in 125 ml of methylene chloride was stirred, and 19.8 grams (0.090 mole) of pyridinium chlorochromate was added. Upon completion of addition, the reaction mixture was stirred at ambient temperature for four hours. After this time the reaction mixture was diluted with diethyl ether and then was passed through a column of magnesium silicate. The eluate was concentrated under reduced pressure yielding 6.2 grams of 7-phenyl-6-oxaheptan-1-al. The reaction was repeated.

후처리

  1. additionUpon completion of addition
  2. stirringthe reaction mixture was stirred at ambient temperature for four hours
  3. concentrationThe eluate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-520dbc8b40a94caab5f42feba8bec5b3
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081287

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