Dicyclohexylcarbodiimide → HCID 21406093, compound

Participants

Reaction Steps

To a stirred solution of 25 grams (0.1 mole) of 3,5-di-t-butyl-4-hydroxybenzoic acid and 15.6 grams (0.1 mole) of 4-amino-2,2,6,6-tetramethylpiperidine in 100 milliliters of dry tetrahydrofuran was added dropwise a solution of 20.6 grams (0.1 mole) of dicyclohexylcarbodiimide in 75 milliliters of dry tetrahydrofuran. The mixture was stirred for several hours and the white solid (dicyclohexyl urea) was filtered off and discarded. Evaporation of the filtrate gave a white solid, which was recrystallized from 1:1 benzenehexane to give N-(2,2,6,6-tetramethyl-4-piperidinyl)-3,5-di-t-butyl-4-hydroxybenzamide; melting point 256°-258° C.

Provenance & Evidence