Benzoyl chloride → HCID 19855561, compound

Participants

Reaction Steps

100 ml of a 2 n aqueous sodium hydroxide solution are added dropwise, under ice cooling and vigorous stirring, to a suspension of 21.6 g (0.1 moles) of 1-(2,6-dimethylphenyl-amino)-2-propanol hydrochloride in 100 ml of benzene, and then 12.2 ml (14.6 g, 0.1 moles) of benzoyl chloride are dropped into the mixture at room temperature. The resulting mixture is stirred at room temperature for 5 hours and allowed to stand overnight. The aqueous phase is separated, the benzene phase is washed twice with 50 ml of water, twice with 50 ml of a 1 n hydrochloric acid solution and then thrice with 50 ml of water, each, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. 26.6 g (94%) of 1-[N-(2,6-dimethylphenyl)-benzamido]-2-propanol are obtained as a white, crystalline substance; m.p.: 121°-122° C.

Provenance & Evidence