Water → 3-Acetoxy-5-fluoro-4-methoxy-benzoic acid

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([OH:13])[C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].O.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([O:13][C:9]1[CH:8]=[C:4]([CH:3]=[C:2]([F:1])[C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6])(=[O:17])[CH3:16]

Participants

Reactant 3

HCID 962Water

HCID 7918Acetic Anhydride

HCID 670765923-Fluoro-5-hydroxy-4-methoxybenzoic acid

Product 1

HCID 670767283-Acetoxy-5-fluoro-4-methoxy-benzoic acid

Conditions

Temperature: 100 °C

Procedure

The compound of step 2 (169 mg, 913 mmol) was suspended in acetic anhydride (1.75 ml) and heated at 100° C. for 3 h. The solution was cooled, water (2 ml) was added, and the mixture was stirred at 60° C. for 1 h. Upon cooling, crystals formed which were filtered off and dried in vacuo to give 120 mg of the title compound.