Reference of 148547-19-7, These common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, 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.
Methyl-4-bromo-3-methylbenzoate (2.06g, 9mmol) and 4-Methoxycarbonyphenylboronic acid (1.62g, 9mmol) were added to a round-bottom flask and pumped into a glove box. Dry DMF (40mL) was added along with Pd(PPh3)4 (312mg, 0.27mmol) and cesium carbonate (4.40g, 13.5mmol). The flask was fitted with a septa, placed in an oil bath at 80C, and stirred overnight. The flask was removed from the oil bath and allowed to cool to room temperature at which time water (20mL) and ethyl acetate (20mL) were added and a white precipitate was removed by vacuum filtration. The filtrate was washed with brine (3×50mL) and dried over sodium sulfate. The volatiles were removed in vacuo and the crude residue was purified by silica gel column chromatography using hexanes and ethyl acetate as eluent. The product 4 was isolated as a white solid (1.77g, 69%). The NMR spectra matched that of the known compound.
The synthetic route of 148547-19-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Schumacher, William T.; Mathews, Madeleine J.; Larson, Sean A.; Lemmon, Carl E.; Campbell, Karin A.; Crabb, Brendan T.; Chicoine, Brent J.-A.; Beauvais, Laurance G.; Perry, Marc C.; Polyhedron; vol. 114; (2016); p. 422 – 427;,
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