Related Products of 4179-19-5, These common heterocyclic compound, 4179-19-5, name is 3,5-Dimethoxytoluene, 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.
3,5-Dimethoxytoluene (2.93 ml_, 20 mmol) and 4-phenylbutylbromide (4.13 ml_, 1.2 mmol) were reacted as described under General Procedure H and the crude product was purified by flash chromatography (silica-gel, petroleum ether/EtOAc 200:1) to afford the product as a clear oil (4.6 g, 81%). 1H NMR (300 MHz, CDCI3) delta 7.13-7.22 (m, 5H), 6.34 (s, 2H), 3.76 (s, 6H), 2.60-2.64 (m, 4H), 2.31 (s, 3H), 1.53-1.67 (m, 4H).; General Procedure H: Alkylation of 3,5-dimethoxytoluene A solution of n-butyllithium in hexanes (1.7 M, 1.2 eq.) was added over 0.25 h to a solution of 3,5-dimethoxytoluene (1.0 eq.) in THF (1 M) at 0 0C. The reaction mixture was stirred at 0 0C for 1 h then at room temperature for 3 h. The reaction was cooled to 0 0C and a solution of the alkyl bromide (1.2 eq.) in toluene (2 M) was added over 0.1 h. The reaction mixture was allowed to warm to room temperature and heated to 80 0C for 3-4 h. The reaction was quenched slowly with water and partitioned over EtOAc and water. The phases were separated and the
The synthetic route of 4179-19-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BIONOMICS LIMITED; WO2009/43117; (2009); A1;,
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