Ethylene Glycol → Methyl 5-chloro-3-(1,3-dioxolan-2-yl)-2-hydroxybenzoate

Participants

Reaction Steps

A mixture of 73.2 g of 5-chloro-3-formyl-2-hydroxybenzoic acid, 350 ml of ethylene glycol and 129 ml of trimethylchlorosilane is stirred at room temperature for 2 hours. The reaction mixture is poured into a mixture of an aqueous saturated sodium bicarbonate solution and trimethylamine, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried and evaporated to remove solvent to give 86 g of methyl 5-chloro-3-(1,3-dioxolan-2-yl)-2-hydroxybenzoate as yellow powder.

Provenance & Evidence