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. Quality Control of Methyl 2-(2-bromophenyl)acetate
2-(2-Bromophenyl)-propionic acid methyl ester:[0275] In a 500 mL round bottom flask, 5.1460g (45.8603 mmol, 2.2 eq) of the potassium t-butoxide was suspended in 190 mL of clean, dry THF under N2 atmosphere. To this was added 4.7751 g (20.8456 mmol, 1.0 eq) of the methyl ester dissolved in 10 mL of THF. The solution immediately became a cloudy yellow. The reaction solution was allowed to stir for thirty minutes at room temperature. To the stirred reaction was then added 2.86 mL (48.8603 mmol, 2.2 eq) of the methyl iodide in one portion. The reaction was allowed to stir overnight at room temperature. The following morning, the reaction was diluted with 200 mL of H20. The layers were separated and the aqueous solution was extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine (1 x 100 mL) and dried overNa2S04. The solvent was removed under reduced pressure, yielding a deep yellow oil. The oil was taken up in EtOAc and concentrated onto Celite. The product was then purified using silica gel column chromatography, eluting a gradient of 100% heptane to 50% EtOAc in heptane. A colorless oil was isolated. LCMS (m/e): 244 (M+H); NMR (400 MHz, acetone- d6) delta ppm 1.44 (d, J=7.17 Hz, 3 H) 3.50 – 3.72 (m, 3 H) 4.20 (q, J=7.18 Hz, 1 H) 7.11 – 7.26 (m, 1 H) 7.37 (d, J=4.73 Hz, 2 H) 7.56 – 7.66 (m, 1 H).
The synthetic route of Methyl 2-(2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; JACOBS, Robert, T.; CHEN, Daitao; ORR, Matthew; PLATTNER, Jacob, J.; WO2011/116348; (2011); A1;,
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