These common heterocyclic compound, 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, 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 2-Chloro-1,3-dimethylbenzene
General procedure: To a 50 mL Schlenk tube containing base (1.5 mmol) and precatalyst 4a (1 mol percent, 0.0083 g) purged with N2 (three times), amine (1.2 mmol) was added via syringe, and the resulted mixture was allowed to stir at room temperature for 2?3 min. Solvent (1 mL) was then injected via syringe followed by the aryl chloride (1.0 mmol). If the aryl chloride was a solid, it was introduced into the vial prior to purging with N2. At this time, the reaction was stirred for 24 h at 100 °C. After cooling to the room temperature, the reaction mixture was concentrated in vacuo and directly purified via silica gel flash chromatography. 2,6-Dimethyl-N-(o-tolyl)aniline (17) ;1H NMR (CDCl3, 400 MHz, 298 K): delta=7.28-7.22 (m, 4H), 7.15-7.05 (m, 1H), 6.88-6.80 (m, 1H), 6.33-6.25 (m, 1H), 5.04 (br s, 1H), 2.46 (s, 3H), 2.33 (s, 6H); 13C NMR (CDCl3, 100 MHz, 298 K): delta=114.05, 138.67, 135.46, 130.18, 128.48, 126.86, 125.48, 122.32, 118.03, 111.64, 18.16, 17.58.
The synthetic route of 2-Chloro-1,3-dimethylbenzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Fang, Weiwei; Jiang, Jian; Xu, Yong; Zhou, Juefei; Tu, Tao; Tetrahedron; vol. 69; 2; (2013); p. 673 – 679;,
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