Reaction #955938

Reaction equation

4-chloro-2-methoxybenzoic acid

MeOH

→

methyl 4-chloro-2-methoxybenzoate

Yield 96.0%

Solvents

H2SO4

Conditions

Workup

1. 1
   Temperaturewas refluxed overnight
2. 2
   OtherMeOH was evaporated
3. 3
   Extractionthe residue was extracted to EtOAc
4. 4
   Washsuccessively washed with water and brine
5. 5
   Dryingdried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Otherevaporated

Procedure

A suspension of 4-chloro-2-methoxybenzoic acid (5 g, 27 mmol) in MeOH (18 mL) and conc. H2SO4 (1.5 mL) was refluxed overnight. MeOH was evaporated and the residue was extracted to EtOAc and successively washed with water and brine, dried over MgSO4, filtered and evaporated to give methyl 4-chloro-2-methoxybenzoate as a white solid (5.17 g, 96%).

Source