3,5-Dihydroxybenzoic Acid → 3,5-Diacetoxybenzoic Acid

Participants

Reaction Steps

50 g of 3,5-dihydroxybenzoic acid are suspended in 132.2 g of acetic anhydride and heated to 50°. After the addition of 15 drops of concentrated H2SO4, the resulting solution is stirred for 1 hour at 60°. The reaction mixture is poured onto ice and extracted with CH2Cl2. The combined organic phases are washed 3 times with H2O, dried over Na2SO4 and concentrated by evaporation. The residue is crystallised from ether and yields 3,5-diacetoxybenzoic acid having a melting point of 140°-145°.

Provenance & Evidence