Acetaldehyde → 1-Cyanoethyl 4-(hexadecylamino)benzoate

Participants

Reaction Steps

A mixture of 1 g. (16.1 m moles) potassium cyanide, 5 ml. diisopropylethylamine and 800 ml. (18.1 m moles) acetaldehyde in 50 ml. tetrahydrofuran is stirred for 2 hours at room temperature. To this solution is added 6.7 g. (16.1 m moles) 4-(hexadecylamino)benzoyl chloride hydrochloride in 50 ml. tetrahydrofuran. After stirring for an additional 2 hours, the solution is diluted with 100 ml. water and extracted with ether. After drying with magnesium sulfate, the ether is evaporated and the residue is crystallized from acetonitrile to yield the title compound.

Provenance & Evidence