As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16518-62-0 name is 3-Bromo-N,N-dimethylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 16518-62-0
N,N-dially-3-bromobenzene amine (10.0 g, 39.8 mmol) and N,N-dimethyl-3-bromobenzene amine (2.73 g, 13.6 mmol) were dissolved in acetic acid (150 mL), a 37percent formaldehyde solution (10.9 g, 363 mmol) was added, and the system was heated for 60 minutes at 80¡ãC. The system was cooled to room temperature and subsequently neutralized with a saturated aqueous solution of NaOH, and the precipitates were dissolved in H2O. The resulting mixture was extracted using dichloromethane and washed using a saline solution. The organic layer was dried using Na2SO4, the solvent was removed, and the residue was thereafter refined using column chromatography (silica gel, 1/30 ethyl acetate/hexane) to obtain 4-(2-bromo-4-(dimethylamino)benzyl)-N,N-diallyl-3-bromobenzene amine (3.67 g, 7.91 mmol, yield: 58percent).1H-NMR (300.40 MHz, CDCl3) : delta2.93 (s, 6H), 3.87 (d, 4H, J = 4.2 Hz), 3.98 (s, 2H), 5.13-5.19 (m, 4H), 5.73-5.88 (m, 2H), 6.53 (dd, 1H, J = 1.5 Hz, 8.7 Hz), 6.58 (dd, 1H, J = 1.5 Hz, 8.7 Hz), 6.79 (d, 1H, J = 9.0 Hz), 6.86 (d, 1H, J = 8.7 Hz), 6.90 (d, 1H, J = 1.5 Hz), 6.93 (d, 1H, J = 1.5 Hz). 13C-NMR (75.45 MHz, CDCl3): delta39.8, 40.5, 52.7, 111.7, 111.8, 116.0, 116.2, 125.5, 125.6, 126.9, 127.1, 130.7, 130.8, 133.5, 148.1, 150.0LRMS (ESI+): 465 for [M+H]+
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-N,N-dimethylaniline, and friends who are interested can also refer to it.
Reference:
Patent; The University of Tokyo; NAGANO Tetsuo; HANAOKA Kenjiro; EGAWA Takahiro; KUSHIDA Yu; NUMASAWA Koji; MYOCHIN Takuya; PIAO Wen; EP2942352; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary