Application of 38197-43-2, These common heterocyclic compound, 38197-43-2, name is 2-Bromo-1-methoxy-3-methylbenzene, 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: To a mixture of 1-bromo-2-methoxynaphthalene (2.3mmol) and magnesium turnings (9.0mmol) in diethyl ether (10mL) was stirred at room temperature under argon atmosphere until white slurry was formed. To the resulting mixture was added benzene (10mL) to dissolve the material, and the mixture was stirred for 2h at room temperature under argon atmosphere. The solution of resulting Grignard reagent was added dropwise to a solution of 2-methoxy-1,3-dinitrobenzene (1.5mmol) in benzene (15mL), and the mixture was stirred for 8h at 50C. The reaction mixture was quenched with water and extracted with ethyl acetate (3¡Á15mL). The combined extracts were dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate/hexane as eluent) to give a precursor of the starting material, which was the corresponding dinitro compound (1.1mmol, 73% yield). A mixture of the corresponding dinitro compound (1.0mmol) and Pd/C (80mg; 10wt%) in ethanol (10mL) was stirred for 12h at room temperature under hydrogen atmosphere (H2 balloon). The reaction mixture was filtered over Celite and concentrated to give a diamino compound. To a solution of the resulting diamino compound and pyridine (30mmol) in dichloromethane (20mL) was added dropwise a solution of benzenesulfonyl chloride (3.0mmol) in dichloromethane (10mL), and the reaction mixture was stirred for 24h at room temperature. The mixture was concentrated, and the residue was purified by column chromatography on silica gel (dichloromethane/ethyl acetate/hexane as eluent) to give starting material 8a (0.98mmol, 98% yield). Compounds 8b and 8c were synthesized by the same procedure.
The synthetic route of 38197-43-2 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Shirakawa, Seiji; Wu, Xiangfei; Liu, Shiyao; Maruoka, Keiji; Tetrahedron; vol. 72; 34; (2016); p. 5163 – 5171;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem