Reaction #2467940

Reaction equation

4-phenyl-thiazole-2-carboxylic acid ethyl ester

KOH

→

4-phenyl-thiazole-2carboxylic acid

Yield 76.5%

Solvents

methanol

Conditions

Workup

1. 1
   Otherto react at 60° C. for 15 minutes
2. 2
   OtherAfter the solvent was evaporated from the reaction mixture
3. 3
   workup.DISSOLUTIONthe residue was dissolved
4. 4
   workup.ADDITIONby adding water
5. 5
   OtherThe produced precipitates
6. 6
   Filtrationwere filtered with suction
7. 7
   Washwashed with water
8. 8
   Otherrecrystallized from methanol-water

Procedure

To a solution of 4-phenyl-thiazole-2-carboxylic acid ethyl ester (282 mg, 1.21 mmol) dissolved in methanol (10 ml) was added 1N—KOH (3.63 ml, 3.63 mmol) and the mixture was allowed to react at 60° C. for 15 minutes. After the solvent was evaporated from the reaction mixture, the residue was dissolved by adding water and acidified (pH=2) with 2N—HCl under ice cooling. The produced precipitates were filtered with suction, washed with water and recrystallized from methanol-water to afford 190 mg (yield 72%) of the desired 4-phenyl-thiazole-2carboxylic acid as white solids.

Source