N-bromobutanimide → HCID 86589872, compound

Participants

Reaction Conditions

Reaction Steps

19.8 g (91 mmol) of 4-bromo-2-nitrotoluene was dissolved in 150 ml of benzene. 50 mg of perbenzoic acid and 19.6 g (91 mmol) of N-bromosuccinimide were added to the obtained solution, and they were stirred at 80° C. for 2 days. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 100 ml of ethanol. 12.9 g (91 mmol) of glycine ethyl ester hydrochloride and 15.3 g (182 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 80° C. for 4 hours. The insoluble matter was filtered out, and the solvent was evaporated. After the extraction with ethyl acetate, the obtained product was washed with 1 N hydrochloric acid. The obtained aqueous layer was made basic with 1 N sodium hydroxide. After the extraction with ethyl acetate, the obtained organic layer was washed with saturated aqueous sodium chloride solution and then dried. The solvent was evaporated to obtain the title compound.

Provenance & Evidence