Water → HCID 69020977, compound

Participants

Reaction Steps

To a solution of 2-(diethylamino)ethanol (0.59 g, 5 mmol) in DMA (5 ml), sodium hydride (0.24 g, 10 mmol) was added in one portion. Fifteen minute later 2-bromo-4-nitroaniline (1.1 g, 5 mmol) was added and the content was stirred for 4 hr. Water (50 ml) was added to the reaction mixture followed by chloroform. The organic layer was separated, washed with saturated sodium bicarbonate follow by brine. The organic layer was dried over sodium sulfate and concentrated to oil. The oil was dissolved in methanol and saturated with HCl gas. The resulting solution was concentrated and diethyl ester was added. The resulting precipitate was washed with ether and dried to yield 0.8 g of 2-[(2-bromo-4-nitrophenyl)Oxy]-N,N-diethylethanamine hydrochloride as a solid. LCMS: m/z 318 (M+H)+.

Provenance & Evidence