Reaction #1178456

Reaction equation

ethyl [4-(3-oxomorpholin-4-yl)phenyl]acetate

→

4-(3-oxomorpholin-4-yl)phenylacetic acid

Solvents

sodium hydroxide

ethanol

Conditions

Workup

1. 1
   OtherThe reaction mixture is evaporated
2. 2
   workup.DISSOLUTIONthe residue is dissolved in water
3. 3
   ExtractionThe mixture is extracted with ethyl acetate
4. 4
   Dryingthe organic phase is dried over sodium sulfate
5. 5
   Otherevaporated

Procedure

20.2 g (76.8 mmol) of ethyl [4-(3-oxomorpholin-4-yl)phenyl]acetate are dissolved in a solution of 3.37 g of sodium hydroxide in 40 ml of ethanol, and the reaction solution is stirred at room temperature for 18 hours. The reaction mixture is evaporated, and the residue is dissolved in water and acidified to a pH of 3 using 1N hydrochloric acid. The mixture is extracted with ethyl acetate, and the organic phase is dried over sodium sulfate and evaporated, giving 4-(3-oxomorpholin-4-yl)phenylacetic acid as a yellowish solid; ESI 236.

Source