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

HRID 1948544ノート

反応式

HRID 1948544 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-a9a35665ef9340fe94576832bd39921f
出典データセット
uspto-grants-2013_03
特許番号
US08399451B2

反応ノート

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