Methyl 3-chloro-4-isopropoxybenzoate → 3-Chloro-4-(propan-2-yloxy)benzoic acid

Participants

Reaction Steps

Methyl 3-chloro-4-[(1-methylethyl)oxy]benzoate (D2; 100 g) was taken up in a mixture of methanol (555 ml) and 2N NaOH solution (555 ml). An insoluble white suspension was observed but with time complete solubility was observed. The reaction was stirred at room temperature overnight and the excess methanol was removed by evaporation until water was coming over. The basic solution was acidified to pH 1-2 and a white solid was filtered off which was washed with water (500 ml) and dried in vacuo overnight to give the title compound (82 g).

Provenance & Evidence