Reaction #6682

Reaction equation

KOH

ethyl 4-benzyloxybenzoate

→

4-Benzyloxybenzoic acid

Solvents

MeOH

Conditions

Workup

1. 1
   TemperatureAfter the resulting mixture was refluxed for 4 hrs
2. 2
   Otherthe excess methanol was removed
3. 3
   workup.ADDITIONThe residue was mixed with 30 ml water
4. 4
   Extractionextracted with ether twice
5. 5
   Extractionextracted with ethyl acetate
6. 6
   WashThe ethyl acetate solution was washed with brine
7. 7
   Otherdried
8. 8
   OtherAfter evaporation of solvent
9. 9
   Otherpure product was obtained in quantitative yield

Procedure

To the solution of 0.5 g KOH in 40 ml MeOH, was added 6.5 mmol of ethyl 4-benzyloxybenzoate. After the resulting mixture was refluxed for 4 hrs, the excess methanol was removed. The residue was mixed with 30 ml water and extracted with ether twice. The water solution was acidified with conc. HCl and extracted with ethyl acetate. The ethyl acetate solution was washed with brine and dried. After evaporation of solvent, pure product was obtained in quantitative yield.

Source