Reaktion #47570

Reaktionsgleichung

(S)-3-cyclohexyl-2-[4-(6-methyl-pyridin-3-yloxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester

lithium hydroxide

→

(S)-3-cyclohexyl-2-[4-(6-methyl-pyridin-3-yloxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid

Ausbeute 67.5%

Lösungsmittel

tetrahydrofuran water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

To a stirred solution of (S)-3-cyclohexyl-2-[4-(6-methyl-pyridin-3-yloxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester (490 mg, 1.36 mmol) in tetrahydrofuran-water (3:1, 10 mL) was added lithium hydroxide (172 mg, 4.1 mmol). 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-(6-methyl-pyridin-3-yloxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid (316 mg, 67%) as a brown solid.

Quelle