Sodium Hydroxide → HCID 25174150, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-{3-[6-(3,5-di-pyridin-4-yl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester (195 mg, 0.3 mmol) in ethanol (10 mL) was added aqueous 1.0 N sodium hydroxide (8 mL) at room temperature. The mixture was heated to 50-55° C. and the resulting solution was stirred for 3 h. Then, the reaction mixture was concentrated and the residue was diluted with water (20 mL) and extracted with diethyl ether (50 mL) to remove any neutral impurities. The aqueous layer was acidified with 1 N hydrochloric acid until the solution become slightly acidic. The resulting white solids were collected by filtration and washed with water. After air-drying, 4-{2-(2-carboxy-ethyl)-3-[6-(3,5-di-pyridin-4-yl-phenoxy)-hexyl]-phenoxy}-butyric acid (176 mg, 99%) was isolated as a white solid: ES(+)-HRMS m/e calculated for C35H38N2O6 (M+H)+ 583.2803, found 584.2805.

Provenance & Evidence