Potassium ethanethioate → ethanethioic acid S-[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester

HRID 925261노트

반응식

HRID 925261 반응식
Br[CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)([F:6])[F:5].[C:14]([O-:17])(=[S:16])[CH3:15].[K+]>CN(C=O)C.O>[F:5][C:4]([F:6])([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)[CH2:3][CH2:2][S:16][C:14](=[O:17])[CH3:15]

참가 물질

5

반응물 2

HCID 23670855Potassium ethanethioateHCID 671338221-(3-Bromo-1,1-difluoropropyl)-4-fluorobenzene

생성물 1

HCID 86720161ethanethioic acid S-[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester수율 88%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

To a stirred solution of 1-(3-bromo-1,1-difluoro-propyl)-4-fluoro-benzene (synthesized according to the methods described in sections a) to e) of example 1) (0.25 g, 1.2 mmol) in dry DMF (1 ml) is added potassium thioacetate (0.41 g, 3.60 mmol) at RT. The reaction mixture is heated at 60° C. for 1.5 h. After completion of the reaction, the mixture is diluted with water (30 ml) and extracted with EtOAc (3×30 ml). The organic layer is washed with water (30 ml), brine (30 ml), dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel, 1% EtOAc/hexane) to yield ethanethioic acid S-[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester (0.26 g, 1.05 mmol, 88%).

후처리

  1. customAfter completion of the reaction
  2. extractionextracted with EtOAc (3×30 ml)
  3. washThe organic layer is washed with water (30 ml), brine (30 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated
  6. customto get the crude product, which
  7. customis purified by column chromatography (silica gel, 1% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-db16b47a487c4aed93dad8f16ce197bf
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284286B2

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