Carbon Dioxide → HCID 18671357, compound

Participants

Reaction Conditions

Reaction Steps

18.9 g N-cycloheptyl aniline (XXIV) (CA registration number [61142-86-7], see Synthesis, 1991, 11:1043-1045 for its preparation), 32.1 g tetrabutylammonium bromide [(C4H9)4N+Br−] and 100 ml methylene chloride (CH2Cl2) were placed into a three-necked flask and cooled down to 0° C. with iced saline. 15.8 g bromine (Br2) was dropped slowly with stirring and was stirred for 4 hours while maintaining at 0° C. The temperature was allowed to raise to room temperature and saturated sodium carbonate solution was dropped slowly till evolution of carbon dioxide ceased. Water layer was separated and extracted with methylene chloride for three times. The organic layers were combined and the solvent evaporated. The residue was recrystalized from 95% ethanol for two times to yield 21.4 g 4bromo-N-cycloheptyl aniline (XXV).

Provenance & Evidence