Hydrochloric Acid → 2-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylic acid

HRID 2363202노트

반응식

HRID 2363202 반응식
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11]([C:14]([O:16]CC)=[O:15])=[CH:12][N:13]=2)=[CH:5][CH:4]=1.[Li+].[OH-].Cl>C1COCC1.O>[F:20][C:2]([F:1])([F:19])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][N:13]=2)=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 210512492-(4-Trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester

생성물 1

HCID 433335812-[4-(Trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylic acid수율 93.5%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

Ethyl 2-[4-(trifluoromethyl)phenyl]thiazole-5-carboxylate (28 mg, 0.09 mmol.) and LiOH (5.0 mg, 0.12 mmol) were diluted with THF/H2O=1:1 (1 mL), and then stirred for 3 hrs at room temperature. The mixture was acidified with 1N HCl, concentrated under reduced pressure, and diluted with EtOAc and water. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to yield the crude title compound as a yellow solid (23 mg, 91%).

후처리

  1. concentrationconcentrated under reduced pressure
  2. additiondiluted with EtOAc and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ac3000b0c24e453cb2cff2ddde2c53e7
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691855B2

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