A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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. 73918-56-6.
2-(4-Bromophenyl)-ethylamine (13, 10.0g, 50mmol) and NaOH (3.0g, 75mmol) were dissolved in the mixture of dioxane (150mL) and H2O (150mL). The reaction mixture was cooled to 0C. The solution of di-tert-butyl dicarbonate (16.36g, 75mmol) in dioxane (72mL) was added dropwise to the reaction mixture, which was stirred at room temperature for 5.5h. Dioxane was removed in vacuo and the residue was extracted with ethyl acetate 3 times. The combined organic layer was washed with water and brine, and then dried over anhydrous Na2SO4. Filtration and removal of solvent provided the crude product, which was purified by Combiflash chromatography (5-10% of ethyl acetate in hexane). The title compound 5 (13.5g, 90.0%) was obtained as a white solid; mp 59-60C. 1H NMR (300MHz, chloroform-d): delta=7.42 (d, J=8.0Hz, 2H), 7.07 (d, J=8.0Hz, 2H), 4.51 (br. s, 1H), 3.40-3.27 (m, 2H), 2.75 (t, J=6.9Hz, 2H), 1.43 (s, 9H). MS (EI): m/z=300.1 (M++H).
The synthetic route of 2-(4-Bromophenyl)ethanamine has been constantly updated, and we look forward to future research findings.
Reference:
Article; Qiao, Chang-Jiang; Ali, Hamed I.; Ahn, Kwang H.; Kolluru, Srikanth; Kendall, Debra A.; Lu, Dai; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 517 – 529;,
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