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

HRID 1662563ノート

反応式

HRID 1662563 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 2724126Tempo触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f33779ab823d447c906d34157bd2ab42
出典データセット
uspto-grants-2011_10
特許番号
US08030354B2

反応ノート

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