Hydrochloric Acid → 3-Phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acid

HRID 1948544노트

반응식

HRID 1948544 반응식
[C:1]1([C:7]2[C:11]([C:12]([F:15])([F:14])[F:13])=[C:10]([C:16]([O:18]C)=[O:17])[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].[OH-].Cl>C1COCC1>[C:1]1([C:7]2[C:11]([C:12]([F:13])([F:14])[F:15])=[C:10]([C:16]([OH:18])=[O:17])[S:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58374139Methyl 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylate

생성물 1

HCID 583740793-Phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acid수율 88.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylate (50 mg, 0.174 mmol) in THF (0.5 mL) was added a 1M LiOH solution (0.2mL). The resulting mixture was stirred at room temperature overnight. The pH of the reaction mixture was made acidic using 1N HCl and the solid that separates out was collected by filtration and dried in vacuo to yield 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acid (42 mg, 0.154 mmol, 88% yield) as a pale yellow solid. LC/MS M+1=274.

후처리

  1. filtrationthe solid that separates out was collected by filtration
  2. customdried in vacuo

출처 및 근거

ORD 기록
ord-a9a35665ef9340fe94576832bd39921f
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399451B2

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