Ammonium Hydroxide → HCID 10829892, compound

Participants

Reaction Steps

A mixture of 3-(1-methylethoxy)-5-(phenylmethoxy)-2-benzofurancarboxylic acid (0.53 g, 1.6 mmol) and 1,1'-carbonyldiimidazole (0.29 g, 1.8 mmol) in 20 mL of tetrahydrofuran is stirred at reflux for 2 hours. The cooled reaction mixture is treated with 3.0 mL of ammonium hydroxide solution and stirred at room temperature for an additional 2 hours. The reaction mixture is diluted with water and extracted with ethyl acetate. The combined organic layers are washed with brine, dried (anhydrous magnesium sulfate), and evaporated. Purification of the residue by flash chromatography (silica gel, 50% ethyl acetate in hexane elution) gives 0.27 g (53%) of product; mp=158°-160° C.

Provenance & Evidence