Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate → Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

HRID 1662510노트

반응식

HRID 1662510 반응식
[CH3:1][C:2]1([CH3:25])[C:6]([C:7]2[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=2)=[CH:5][CH2:4][CH2:3]1>CCOC(C)=O.[Pd]>[CH3:1][C:2]1([CH3:25])[CH2:3][CH2:4][CH2:5][CH:6]1[C:7]1[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1

참가 물질

4

반응물 1

HCID 57707227Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

생성물 1

HCID 57706985Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate수율 99%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 78.5A (0.50 g, 1.5 mmol) in EtOAc (2.00 mL) at 23° C. was added palladium on carbon (0.16 g, 1.5 mmol). The reaction was placed under an atmosphere of hydrogen and stirred for 19 hours. The reaction mixture was then filtered and the filtrate was concentrated in vacuo. The product was purified on silica gel (0-10% EtOAc in hexanes) to yield 78.5B as a colorless oil (0.50 g, 99% yield).

후처리

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe product was purified on silica gel (0-10% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-197ce3d117b44024a28fb3345a4abed0
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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