Yield:-

Reaction Conditions:

with hydrogen bromide in ethanol;benzene;

Steps:

1.f f.

f. 3,5-Dibenzyloxy-ω-(t-butylamino)-acetophenone 1.5 g of t-butylamine and 85 ml of absolute ethanol were placed in a 250 ml flask provided with a reflux condenser and the mixture was heated to reflux. The reaction was performed under nitrogen. At the reflux temperature, 4.1 g of 3,5-dibenzyloxy-ω-bromoacetophenone in 15 ml of benzene were added. The mixture was refluxed for twenty hours and after evaporation a yellow oil was recovered. This oil was shaken with absolute ether and white crystals were formed (t-butylamine hydrobromide). The crystals were filtered off and washed with ether. To the combined ether phases 10% hydrobromic acid was added and a white precipitate was formed. This precipitate was filtered off, thoroughly washed with water and ether, and recrystallized from ethanol: M.p. 196°-198°C.

References:

US3937838,1976,A