Sodium Hydroxide → HCID 86691639, compound

Participants

Reaction Steps

Sodium hydroxide (0.11 g, 2.75 mmol) was added to a stirred solution of methyl 6-(1H-imidazol-1-yl)octadecanoate (0.5 g, 1.37 mmol) in a mixture of methanol (9 ml) and water (3 ml) at 0° C., warmed to room temperature, and stirring continued for another 3 hours. Methanol was removed from the mixture by evaporation. The aqueous layer was acidified with 1N HCl up to pH 4, extracted with dichloromethane (3×15 ml), and the combined organic layers were washed with brine solution, dried on anhydrous MgSO4, and concentrated. Crude product was purified on silica gel column (5% methanol in dichloromethane) to obtain a gummy liquid (370 mg, 77%).

Provenance & Evidence