Electric Literature of 1865-29-8,Some common heterocyclic compound, 1865-29-8, name is Methyl 2-phenylacrylate, molecular formula is C10H10O2, 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.
The title compound was synthesized according to a literature method (Whitman Tetrahedron 1985, 41, 1183). To a mixture of 2-phenylacrylic acid methyl ester (7.92g, 45 mmol) in 60 ml of methylene chloride was added mCPBA (13. Ig, 58.5 mmol) and the reaction was stirred at 450C overnight. The reaction mixture was then filtered and the solid was washed with methylene chloride. The filtrate was washed three times with 50 ml of equal parts solution consisting of saturated Na2S2O3 and saturated NaHCO3. The organic layer was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure to afford the title compound in greater than 95% purity according to 1H NMR (85% yield). 1H NMR (CDCl3, 300MHz) delta: 7.50 -7.30 (m, 5H), 4.22 (q, J= 7.2 Hz, 2H), 3.40 (d, J, = 7.1 Hz, IH), 2.95 (d, J= 7.1Hz, IH), 1.26 (t, J=7.2Hz, 3H) ppm.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-phenylacrylate, its application will become more common.
Reference:
Patent; YUDIN, Andrei, K.; HILI, Ryan; WO2008/46232; (2008); A1;,
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