Ammonium Hydroxide → HCID 10201900, compound

Participants

Reaction Steps

A solution of 1,1′-carbonyl diimidazole (0.31 g, 0.0019 mol) was dissolved in 15 ml of tetrahydrofuran and 2-(3-cyclopentyloxy-4-methoxybenzyl)-5-chlorobenzoxazole-7-acetic acid (1.14 g, 0.0027 mol) was added in a tetrahydrofuran (THF) solution. After stirring for 1 hour, the reaction mixture was treated with 2 ml of concentrated NH4OH and stirred a further 3.5 hours. The tetrahydrofuran was removed under reduced pressure and the remaining material was extracted with CH2Cl2. The organic layer was separated and washed with 50 ml of CH2Cl2. A crystalline solid (0.6 g) was isolated after drying and evaporating the CH2Cl2. The solid was recrystallized from 20 ml of CH3OH to yield 0.3 g of title compound, mp 162-164° C.

Provenance & Evidence