These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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. Safety of 1-Bromo-3-methoxypropane
Into a 250-mL 3-necked round-bottom flask, was placed a solution of methyl 3- chloro-4-hydroxybenzoate (10.0 g, 53.59 mmol, 1.00 equiv) in N,N-dimethylfonnamide (100 mL), 1-bromo-3-methoxypropane (12.3 g, 80.38 mmol, 1.50 equiv), potassium carbonate (22.3 g, 161.35 mmol, 3.00 equiv). The resulting solution was stirred for 3 h at 50 C. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×70 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of water and lxlOO mL of sodium chloride. The mixture was dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:2). This resulted in 13.1 g (94%) of methyl 3-chloro-4-(3- methoxypropoxy)benzoate as a orange solid. ?H NMR: PHNW-1-2-1 (300 MHz, DMSO) 7.91-7.87 (m, 2H), 7.25 (d, J= 8.4 Hz, 1H), 4.19 (t, J= 6.0 Hz, 2H), 3.86 (s, 3H), 3.50 (t, J=6.3 Hz, 2H), 3.25 (s, 3H), 2.04-2.00 (m, 2H).
The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (81 pag.)WO2018/22282; (2018); A1;,
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