Water → HCID 70178178, compound

Participants

Reaction Steps

A suspension of 2-(3-cyclopentyloxy-4-methoxybenzyl)-5-chloro-7-(2-hydroxyethyl)benzoxazole (0.6 g, 0.0015 mol) and sodium cyanate (0.2 g, 0.0030 mol) was stirred in 4 ml of CH2Cl2 and then trifluoroacetic acid (0.34 g, 0.0030 mol) was added. The mixture was stirred overnight as the initial solid dissolved and a new solid began to form. The next day CH2Cl2 (50 ml) and water (50 ml) were added. The water layer was separated and extracted with 2×50 ml of CH2Cl2. The combined CH2Cl2 layers were washed with 50 ml of water, dried and evaporated to give 0.6 g of white crystalline solid. This material was recrystallized from 6 ml of toluene to give 0.3 g of title compound as white crystals, mp 97-98° C.

Provenance & Evidence