Acetic Acid → 6-Chloro-7-hydroxychroman-4-carboxylic acid

Participants

Reaction Steps

A solution of 6-chloro-7-hydroxy-4-(trimethylsilyloxy)chroman-4-carbonitrile (129 g, 433 mmol) and SnCl2 dihydrate (293 g, 1299 mmol) in concentrated HCl (435 ml) and glacial acetic acid (435 ml) was heated to 125° C. and stirred for 12 hours. The reaction was taken up in ethyl acetate (500 ml) and washed with water (3×500 ml), dried over magnesium sulfate, filtered and concentrated to give the desired compound (99 g, 100%).

Provenance & Evidence