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HCID 58002993, 화합물 → 7-Cyclopentyl-5-methoxy-2,2-dimethyl-6-[4-(trifluoromethyl)benzoyl]-2,3-dihydro-4H-chromen-4-one

HRID 1516686
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HRID 1516686 반응식
[CH:1]1([C:6]2[CH:15]=[C:14]3[C:9]([C:10](=[O:18])[CH2:11][C:12]([CH3:17])([CH3:16])[O:13]3)=[C:8]([O:19][CH3:20])[C:7]=2[CH:21]([OH:32])[C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>ClCCl.[O-2].[Mn+4].[O-2]>[CH:1]1([C:6]2[CH:15]=[C:14]3[C:9]([C:10](=[O:18])[CH2:11][C:12]([CH3:16])([CH3:17])[O:13]3)=[C:8]([O:19][CH3:20])[C:7]=2[C:21](=[O:32])[C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][CH:23]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1
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참가 물질

4

반응물 1

HCID 58002993HCID 58002993, 화합물

생성물 1

HCID 580029777-Cyclopentyl-5-methoxy-2,2-dimethyl-6-[4-(trifluoromethyl)benzoyl]-2,3-dihydro-4H-chromen-4-one

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

100 mg (0.22 mmol) of 7-cyclopentyl-6-{hydroxy[4-(trifluoromethyl)phenyl]methyl}-5-methoxy-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one (Example 7A) are dissolved in 5 ml of dichloromethane, 194 mg (2.23 mmol) of manganese(IV) oxide are added and the mixture is stirred at room temperature overnight. The mixture is filtered through a layer of silica gel, the filter cake is washed thoroughly with ethyl acetate and the filtrate is concentrated to dryness. The crude product is chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1). This gives 82.5 mg (83% of theory) of the title compound.

후처리

  1. filtrationThe mixture is filtered through a layer of silica gel
  2. washthe filter cake is washed thoroughly with ethyl acetate
  3. concentrationthe filtrate is concentrated to dryness
  4. customThe crude product is chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1)

출처 및 근거

ORD 기록
ord-35dd085d81bb4878b9cedbcacfcf7574
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08227511B2

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