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

HRID 521920노트

반응식

HRID 521920 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-31c0f49ce8b14ad8ad4f63216388c981
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328106B2

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