Hexamethylphosphoramide → 2,3-Dihydroxypropyl 4-[14-(trimethylsilyl)tetradecylamino]benzoate

Participants

Reaction Steps

A solution of 7.17 g. of 4-[14-(trimethylsilyl)tetradecylamino]benzoic acid, 4.80 g. of 25% aqueous sodium hydroxide, and 12.6 g. of 3-iodo-1,2-propanediol in 50 ml. of hexamethylphosphoramide is stirred for 24 hours at ambient temperature, diluted with 100 ml. of ether and stirred for 5 days at ambient temperature. The mixture is treated with water and extracted with ether. The dried extracts are evaporated to yield the product as a white solid.

Provenance & Evidence