Dichloromethane → 1-(3-(tert-Butyldimethylsilyloxy)-2,5-difluorophenyl)propan-1-one

HRID 1662563노트

반응식

HRID 1662563 반응식
[Si:1]([O:8][C:9]1[C:10]([F:20])=[C:11]([CH:16]([OH:19])[CH2:17][CH3:18])[CH:12]=[C:13]([F:15])[CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(Cl)Cl.C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1>CCOC(C)=O.CC1(C)N([O])C(C)(C)CCC1>[Si:1]([O:8][C:9]1[C:10]([F:20])=[C:11]([C:16](=[O:19])[CH2:17][CH3:18])[CH:12]=[C:13]([F:15])[CH:14]=1)([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 12217721Iodo benzene diacetateHCID 577069101-(3-(tert-Butyldimethylsilyloxy)-2,5-difluorophenyl)propan-1-ol

생성물 1

HCID 577063781-(3-(tert-Butyldimethylsilyloxy)-2,5-difluorophenyl)propan-1-one수율 94%

시약·촉매·용매 2

HCID 2724126Tempo촉매HCID 8857Ethyl Acetate용매

실험 절차

A 200 mL round bottom flask was charged with 90.C (0.48 g, 1.6 mmol), DCM (15 mL), iodobenzene diacetate (0.56 g, 1.7 mmol), and TEMPO (0.012 g, 0.079 mmol). The mixture was stirred overnight at room temperature and diluted with EtOAc. The organics were washed with saturated aqueous sodium thiosulfate, saturated aqueous sodium bicarbonate, and brine, dried (MgSO4), and concentrated. The crude product was purified by silica gel flash chromatography (0-5% EtOAc/hexane) to afford 90.D (0.45 g, 94% yield) as a colorless oil.

후처리

  1. washThe organics were washed with saturated aqueous sodium thiosulfate, saturated aqueous sodium bicarbonate, and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customThe crude product was purified by silica gel flash chromatography (0-5% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-f33779ab823d447c906d34157bd2ab42
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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