Hydrochloric Acid → 4-(2-Methoxyethoxymethoxy)benzoic acid

Participants

Reaction Conditions

Reaction Steps

15 g (375 mmol) of sodium hydroxide powder are added to a solution of 18 g (75 mmol) of methyl 4-(2-methoxyethoxymethoxy)benzoate in 250 ml of tetrahydrofuran, 80 ml of water and 30 ml of methanol. The reaction medium is stirred at 40° C. for 18 h then hydrolysed, diluted with ethyl acetate and brought to pH=6 with an aqueous solution of hydrochloric acid having a concentration of 1N. After extracting with ethyl acetate, the organic phase is washed with water then with a saturated aqueous solution of sodium chloride, dried over magnesium sulphate, filtered then concentrated. 16 g (95%) of 4-(2-methoxyethoxy-methoxy)benzoic acid are obtained in the form of a white solid.

Provenance & Evidence