Ethanol → 4-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-thiazole-5-carboxylic acid

HRID 925272노트

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HRID 925272 반응식
C[O:2][C:3]([C:5]1[S:9][CH:8]=[N:7][C:6]=1[S:10][CH2:11][CH2:12][C:13]([F:22])([F:21])[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)=[O:4].[OH-].[K+].CCO>CCO.O>[F:22][C:13]([F:21])([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[CH2:12][CH2:11][S:10][C:6]1[N:7]=[CH:8][S:9][C:5]=1[C:3]([OH:4])=[O:2]

참가 물질

5

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 867201694-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-thiazole-5-carboxylic acid methyl ester

생성물 1

HCID 867201704-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-thiazole-5-carboxylic acid수율 83%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

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온도
120 °C

실험 절차

4-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-thiazole-5-carboxylic acid methyl ester (0.88 g, 2.54 mmol) is taken in EtOH/water (1:1) (4 ml) powdered KOH (0.36 g, 6.34 mmol) is added. The mixture is refluxed vigorously at 120° C. for 16 h. After completion of the reaction, EtOH is evaporated. The residue is diluted with water (20 ml), acidified with 2M hydrochloric acid to pH 3, and extracted with EtOAc (3×30 ml). The combined organic layers are dried over sodium sulfate, evaporated to dryness yielding 4-[[3,3-difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-thiazole-5-carboxylic acid (0.7 g, 2.09 mmol, 83%).

후처리

  1. additionis added
  2. customis evaporated
  3. additionThe residue is diluted with water (20 ml)
  4. extractionextracted with EtOAc (3×30 ml)
  5. dry with materialThe combined organic layers are dried over sodium sulfate
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-1bc70a2ad4a64144987387616d326357
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284286B2

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