A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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. 19056-40-7.
Intermediate Example Int26.013-(4-bromo-3-methoxyphenyl)-1 ,3-oxazolidin-2-one To a stirred solution of 4-Bromo-3-methoxy-aniline (10.0 g) in acetonitrile (176 mL) was added Hiinig Base (25 mL) and 2-chloroethyl chloroformate (10.6 g). The mixture was stirred at r.t. for 0.5 h. The solvent was removed in vaccuum. The residue was dissolved in THF (250 mL), and potassium tert-butoxide (16.2 g) was added. The mixture was stirred at r.t. for 2 h. The solvent was removed in vaccuum. The residue was dissolved in ethyl acetate and the mixture was washed with water and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave a compound that was crystallized from ethanol. Yield: 7.7 g of the title compound. The mother liquor was concentrated in vaccuum and aminophase- silica-gel chromatography gave a solid that was recrystallized from ethanol to give further 2.3 g of the title compound.1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 4.00 – 4.10 (m, 2H), 4.45 – 4.55 (m, 2H), 6.66 (dd, 1 H), 7.49 (d, 1 H), 7.63 (d, 1 H).
The synthetic route of 4-Bromo-3-methoxyaniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje, Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; BRIEM, Hans; WO2012/160029; (2012); A1;,
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