These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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. Safety of Methyl 2-(2-bromophenyl)acetate
General procedure: In a three neck round bottom flask, CaCl2 (1.12 g, 10.2 mmol) was dissolved in ethanol (50 mL) under argon atmosphere. The resulting solution was cooled to 0 ?C, followed by the addition of NaBH4 (0.19 g, 5.1 mmol) at the same temperature. The resulting suspension was allowed to stir at 0 ?C for 30 min, after which a solution of S5a (1.0 g, 3.4 mmol) in 60 mL of Ethanol was added at the same temperature. The resulting reaction mixture was allowed to stir at 0 ?C for another 30 min, and then at rt for 15 h. After 15 h, 50 mL of a mixture of water and dichloromethane (1:1) was added to the reaction mixture which was then sonicated for 1 h. The resulting mixture was then subjected to vacuumfiltration over celite. The filtrate was collected and evaporated under reduced pressure. 50 mL of water was added to the resulting crude, which was then extracted with three portions of dichloromethane (30 mL each). The combined organic layer was dried over Na2SO4, and evaporated under reduced pressure to afford S6 2-(2-bromo-4,5-dimethoxyphenyl)ethanol (S6a): Brown Oil; (2.56 g, 60 %). 2-(2-bromo-5-methoxyphenyl)ethanol (S6b): Clear Oil; (1.29 g, 42 %). 2-(2-bromo-4-methoxyphenyl)ethanol (S6c): Clear Oil; (1.03 g, 55 %). 2-(2-bromophenyl)ethanol (S6d): Clear Oil; (2.41 g, 55 %).
The synthetic route of Methyl 2-(2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.
Reference:
Article; Kapadia, Nirav; Harding, Wayne; Tetrahedron; vol. 69; 42; (2013); p. 8914 – 8920;,
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