4-Hydroxybenzoic Acid → Benzoic acid, 4-hydroxy-, 2-methylbutyl ester

Participants

Reaction Steps

To p-hydroxybenzoic acid (113 g, 0.82 mol) were added S(-)-2-methyl-butanol (273 g, 3.1 mols), conc. sulfuric acid (25 ml) and benzene (300 ml), followed by refluxing the mixture for 16 hours, cooling, thereafter adding toluene (1 l), washing the toluene layer with 2% NaHCO3 aqueous solution and further with water till the washing water became neutral, distilling off toluene and recrystallizing from ethanol to obtain optically active p-hydroxy-benzoic acid 2-methyl-butyl ester (55 g).

Provenance & Evidence