Sodium Hydroxide → N-(carboxymethyl)-N-[2-[4-(octadecyloxy)phenyl]-1,2-dioxoethyl]glycine

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Reaction Steps

A mixture of 0.7 g (1.19 mmol) of N-(2-ethoxy-2-oxoethyl)-N-[2-[4-(octadecyloxy)phenyl]-1,2-dioxoethyl]glycine ethyl ester and 1.0 ml (6.0 mmol) of 6.0 N NaOH in 75 ml of methanol was stirred at reflux under an argon atmosphere for 4 hours. After removal of the solvent at reduced pressure, the residue was acidified with dilute HCl and the product was extracted with ethyl acetate. The dried extract was concentrated at reduced pressure to a solid which was recrystallized from acetone-hexane to give 0.6 g (95% yield, mp 130°-132°) of N-(carboxymethyl)-N-[2-[4-(octadecyloxy)phenyl]-1,2-dioxoethyl]glycine.

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