Реакция #47511

Уравнение реакции

(S)-3-cyclohexyl-2-[4-(2,3-difluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester

lithium hydroxide

→

(S)-3-cyclohexyl-2-[4-(2,3-difluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid

Выход 64.3%

Растворители

tetrahydrofuran water

Условия реакции

Обработка

1. 1
   КонцентрированиеAfter this time, the mixture was concentrated
2. 2
   workup.ADDITIONthe reaction mixture was diluted with water
3. 3
   ДругоеThe reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation
4. 4
   ДругоеThe precipitate was removed by filtration
5. 5
   Промывкаwashed with cold water
6. 6
   Другоеdried in vacuo

Методика

To a stirred solution of (S)-3-cyclohexyl-2-[4-(2,3-difluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester (370 mg, 0.001 mol) in tetrahydrofuran-water (3:1, 10 mL) was added lithium hydroxide (113 mg, 0.009 mol). The reaction mixture was stirred at 23° C. for 2 h. After this time, the mixture was concentrated and the reaction mixture was diluted with water. The reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation occurred. The precipitate was removed by filtration, washed with cold water and dried in vacuo to obtain (S)-3-cyclohexyl-2-[4-(2,3-difluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid (235 mg, 52%) as a brown solid.

Источник