Application of 4224-69-5, A common heterocyclic compound, 4224-69-5, name is Methyl 2-(bromomethyl)acrylate, molecular formula is C5H7BrO2, 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.
General procedure: Methylcis-4-hydroxy-2-methylene-3,4-diphenylbutanoate2: Starting material (8.583 g, 33.64mmol, 1.0 eq.) was weighed out in a 250 mL round bottom flask. To it was addedTHF (50 mL, 0.66 M), H2O (33.6 mL, 1.0 M), and benzaldehyde (5.14mL, 50.47 mmol, 1.5 eq.). Finally indiumpowder (5.02 g, 43.74 mmol, 1.3 eq.) was added and the reaction mixture wascapped to prevent solvent evaporation and stirred overnight (17 h). TLCanalysis was used to verify completion of the reaction. Upon completion, the reaction mixture wastransferred into a separatory funnel with Et2O (100 mL) and H2O(100 mL). If an emulsion formed, 1M HClwas added until the emulsion broke up. Afterseparation of the layers, the aqueous layer was extracted with Et2O(2 x 100 mL). The combined organic layers were washed with brine (100 mL) anddried over MgSO4. Evaporationof solvent en vacuo followed bycolumn chromatography over silica gel (SiO2) yielded the desired productas a viscous clear oil (8.575 g, 30.37 mmol, 90.3 %).
The synthetic route of 4224-69-5 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Ramachandran, P. Veeraraghavan; Helppi, Matthew A.; Lehmkuhler, Arlie L.; Marchi, Jennifer M.; Schmidt, C. Max; Yip-Schneider, Michele T.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 19; (2015); p. 4270 – 4273;,
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