Lithium Hydroxide → 2-(5-Bromo-2-fluorophenyl)-1,3-thiazole-4-carboxylic acid

HRID 521920ノート

反応式

HRID 521920 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2[S:9][CH:10]=[C:11]([C:13]([O:15]CC)=[O:14])[N:12]=2)[CH:7]=1.[OH-].[Li+]>CO.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2[S:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N:12]=2)[CH:7]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 86713863Ethyl 2-(5-bromo-2-fluoro-phenyl)thiazole-4-carboxylate

生成物 1

HCID 826480922-(5-Bromo-2-fluorophenyl)-1,3-thiazole-4-carboxylic acid収率 89%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

To a solution of ethyl 2-(5-bromo-2-fluoro-phenyl)thiazole-4-carboxylate (8.97 mmol, 2960 mg) in methanol (40 mL) and water (10 mL) was added lithium hydroxide (1.6 equiv., 14.2 mmol, 347 mg). The reaction mixture was stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, concentrated, suspended in water, and then quenched with 2N HCl(aq.). The solid was collected, washed with water, and dried under high vacuum to afford 2-(5-bromo-2-fluoro-phenyl)thiazole-4-carboxylic acid (2410 mg, 89% Yield) as a white solid.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated
  3. customquenched with 2N HCl(aq.)
  4. customThe solid was collected
  5. washwashed with water
  6. customdried under high vacuum

出典と根拠

ORDレコード
ord-31c0f49ce8b14ad8ad4f63216388c981
出典データセット
uspto-grants-2016_05
特許番号
US09328106B2

反応ノート

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