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3-(4-Methoxyphenyl)-2-cyclohexen-1-one → 3-(4-Methoxyphenyl)cyclohexanone

HRID 2099939
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인쇄 미리보기

반응식

HRID 2099939 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH:10]=2)=[CH:5][CH:4]=1.[H][H].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.FC(F)(F)C([O-])=O.[NH+]1C=CC=CC=1>CO.ClCCl.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10]2)=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 3679273-(4-Methoxyphenyl)-2-cyclohexen-1-oneHCID 2724130Cornforth reagentHCID 9813011pyridine TFAHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 119770503-(4-Methoxyphenyl)cyclohexanone

시약·촉매·용매 3

HCID 23938Palladium촉매
HCID 887
Methanol
용매
HCID 6344Dichloromethane용매

실험 절차

1.5 g of 5% palladium on active carbon are added to 15.15 g of 3-(4-methoxyphenyl)-2-cyclohexen-1-one in 400 ml of methanol and stirring is carried out in a hydrogen atmosphere for 4 hours. The catalyst is filtered off and the reaction mixture is concentrated. The mixture so obtained is dissolved in 200 ml of dichloromethane and stirred with 26.9 g of pyridinium dichromate and 2.1 g of pyridinium trifluoroacetate at room temperature for 6 hours. The reaction mixture is decanted, concentrated and purified over silica gel. 3-(4-Methoxyphenyl)cyclohexanone is obtained in the form of a colourless oil.

후처리

  1. filtrationThe catalyst is filtered off
  2. concentrationthe reaction mixture is concentrated
  3. customThe mixture so obtained
  4. customThe reaction mixture is decanted
  5. concentrationconcentrated
  6. custompurified over silica gel

출처 및 근거

ORD 기록
ord-b93427b7031f42fe9a2722fa8891c463
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07569727B2

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