Hydrogen Bromide → 5-Bromoazepan-4-one hydrobromide

260 ml of 33% hydrogen bromide/glacial acetic acid solution are added at ambient temperature, with stirring, to a solution of 130 g (0.87 mol) of hexahydro-4H-azepin-4-one-hydrochloride (melting point: 177°-178° C.) in 975 ml of glacial acetic acid. Then, within 1.5 hours, a solution of 44.6 ml=139 g (0.87 mol) of bromine in 260 ml of glacial acetic acid is added dropwise, with stirring, at ambient temperature and the resulting mixture is stirred for a further 1.5 hours at ambient temperature. It is evaporated down to dryness in vacuo, the evaporation residue is dissolved in about 1 litre of acetone, mixed with about 0.2 litres of ethyl acetate and left to crystallise out. It is filtered through a glass frit and the filter cake is washed with about 0.2 1 of ice cold acetone. It is then dried at 80° C. in a circulating air dryer. Yield: 214 g (90% of theory), Melting point: 140°-145° C.

1. stirringthe resulting mixture is stirred for a further 1.5 hours at ambient temperature
2. customIt is evaporated down to dryness in vacuo
3. dissolutionthe evaporation residue is dissolved in about 1 litre of acetone
4. additionmixed with about 0.2 litres of ethyl acetate
5. waitleft
6. customto crystallise out
7. filtrationIt is filtered through a glass frit
8. washthe filter cake is washed with about 0.2 1 of ice cold acetone
9. customIt is then dried at 80° C. in a circulating air dryer

ORD record

ord-a7847aa0732547d1aed9f676cd58396d

Source dataset

uspto-grants-1991_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05068325