Hydrochloric Acid → 1-[4-(1-Carboxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-propylphenylmethyl]-2-benzimidazolinone

Participants

Reaction Steps

The product of step D (0.132 g, 0.24 mmol) was suspended in 2.0 mL of methanol and the flask was placed in a sonicator bath until the contents were completely dissolved. Next, 95 μL of a 5.0 N solution of sodium hydroxide were added and the reaction was stirred at room temperature overnight. The reaction mixture was then adjusted to pH=5-6 with dropwise addition of 6 N hydrochloric acid, and then concentrated in vacuo. The residue was redissolved in methanol, filtered, and evaporated. The mixture was then purified on a silica gel flash chromatography column eluted with CHCl3 -MeOH-NH4OH (80:15:1). Evaporation of the purified fractions and drying in vacuo afforded 0.038 g (35%) of the title compound.

Provenance & Evidence