Methanol → methyl 2,4,6-trimethoxybenzoate

Participants

Reaction Steps

2,4,6-trimethoxybenzoic acid (CAS #570-02-5) (5.61 g, 26.42 mmol) was suspended in 20 mL of methanol (CAS #67-56-1). Concentrated sulfuric acid (CAS #7664-93-9) (1 mL) was added to the mixture, and the reaction heated to reflux for 24 hrs. The reaction was cooled to room temperature, and the methanol (CAS #67-56-1) removed in vacuo. The residues were taken up in 50 mL 5% NaHCO3 (CAS #144-55-8) and extracted with hexane (CAS #110-54-3) until all the solids had dissolved. The hexane extract was dried over anhydrous Na2SO4 (CAS #7757-82-6), filtered, and rotovapped to dryness to give the desired product, methyl 2,4,6-trimethoxybenzoate (CAS #29723-28-2), as a white crystalline solid.

Provenance & Evidence