Sodium Hydroxide → HCID 24951393, compound

Participants

Reaction Conditions

Reaction Steps

The ester (0.77 g, 1.5 mmol) was dissolved in MeOH (18 mL) and to it a solution of NaOH (0.19 g, 4.75 mmol) in H2O (5.6 mL) was added and it was stirred at 60° C. for 1 hr. Methanol was evaporated from the reaction mixture and H2O was added, washed with diethyl ether. Aqueous layer was acidified to pH 4 using 10% HCl solution and extracted with ethyl acetate. The organic layer was washed with H2O, brine & dried over sodium sulphate, filtered and concentrated to give 0.75 g of crude product. The crude product was purified by column chromatography (Silica gel, Chloroform Methanol) gradient elution from 95:5 to 90:10 to give pure {[4-(3-sec-Butyl-4-hydroxy-phenoxy)-3,5-dichloro-phenyl]-ethoxycarbonyl-amino}-acetic acid. (0.125 g, 18% yield)

Provenance & Evidence