Ammonium Chloride → HCID 178439648, compound

Participants

Reaction Conditions

Reaction Steps

1-[2-Hydroxy-3-propyl-4-(4-cyanomethylphenylmethoxy)phenyl]ethanone (4.25 g; 0.013 m) was dissolved in dry dimethylformamide (70 ml) to which was added sodium azide (3.42 g; 0.052 m) and ammonium chloride (1.4 g; 0.026 m). The resulting suspension was heated at 100° C. for 20 hours with stirring under a capillary air condenser. The cooled suspension was poured onto water with stirring, acidified and filtered to give a pale brown solid. The solid was taken up in aqueous sodium hydroxide (2N), washed with chloroform and acidified with concentrated hydrochloric acid with cooling and stirring, filtered to give a pale brown solid. Recrystallised from methanol to give a fawn crystalline solid m.p. 184°-187° C.

Provenance & Evidence