These common heterocyclic compound, 213598-10-8, name is Methyl 3-bromo-4-isopropoxybenzoate, 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. SDS of cas: 213598-10-8
Description 4: Methyl 3-cyano-4[(1-methylethyl)oxy]benzoate To a solution of methyl 3-bromo-4-[(1-methylethyl)oxy]benzoate (25 g, 91.575 mmol) (Description 3) in DMF (250 mL), under a nitrogen atmosphere, was added zinc cyanide (43 g, 366.3 mmol) and tetrakis(triphenylphosphine)palladium(0) (21 g, 18.32 mmol) and the reaction mixture heated to 120 C. and stirred overnight. After cooling, the mixture was filtered and the filtrate combined with an identical reaction performed on the same scale and DCM (1.5 L) and water (1.5 L) added. The organic phase was separated and the aqueous phase was extracted with DCM (3×300 mL). The combined organic layers were washed with water, dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica (petroleum ether :ethyl acetate (20:1) to afford the title compound (36 g). 1H NMR (CDCl3, 400 MHz) 5 ppm: 1.45 (6H, d, J=6.0 Hz), 3.92 (3H, s), 4.76 (1H, m), 7.00 (1H, d, J 9.0), 8.19 (1H, dd, J 9.0, 2.0 Hz), 8.26 (1H, d, J=2.0 Hz).
The synthetic route of Methyl 3-bromo-4-isopropoxybenzoate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXO WELLCOME HOUSE; US2012/283297; (2012); A1;,
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