Synthetic Route of 19056-40-7, A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step 1: 1 -(4-Bromo-3-methoxyphenyl)pyrrolidin-2-one Under an atmosphere of nitrogen, in a 100 mL round-bottomed flask at 0 °C, 4-bromo-3- methoxyaniline (2 g, 9.9 mmol) and KOH (6.93 ml, 13.9 mmol) were combined with dichloromethane (30 ml) to give a light brown solution. Then 4-bromobutanoyl chloride (1.84 g, 1.15 ml, 9.9 mmol) was added. The reaction was stined for 1 h at RT. The reaction mixture was poured into 50 ml dichioromethane and extracted with water (3 x 20 ml). The organic layer was dried over Na2SO4 and concentrated in vacuo.The residue was dissolved in 30m1 dichloromethane. Then tetrabutylammonium bromide (63.8 mg, 198 imol) and KOH (50 percent, 6 ml) were added. The reaction was stirred for 1 h at RT. The reaction mixture was poured into dichloromethane (50 ml) and extracted with water (3 x 20 ml).The organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 50 g, 20 percent to 50 percent EtOAc in heptane). The title compound was obtained as a off-white crystalline (1.92 g, 71.8 percent). MS (mle) = 272.1 [M+H].
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.