Synthetic Route of 202925-07-3, These common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, 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.
To a solution of 3-chloro-4-fluoroanisole (28.5 g, 178 mmol) in i-butyl methyl ether (200 mL, dried over anhydrous MgS04) at -78 C was added 2.5 M n-butyl lithium in hexanes (107 mL, 267.5 mmol). After 3 h, methyl formate (18.76 mL) was added drop-wise while keeping the temperature below -60 C. The reaction mixture was quenched with sat. aq. ammonium chloride (250 mL) after 45 minutes and the organic layer was separated. The aq. layer was extracted with ethyl acetate (2×100 mL) and the combined organic layer was washed with water (200 mL) followed by brine, dried (Na2S04) and concentrated to give a residue which on trituration with hexanes gave solids. The solids were filtered, taken again in hexanes and heated over steam bath. It was cooled, the light yellow desired product filtered and air dried to give the title compound. 1H NMR (400 MHz, CDCI3): delta = 10.48 (d, J = 0.8 Hz, 1 H), 7.31 (dd, J = 9.4, 7.8 Hz, 1 H), 6.88 (dd, J = 7.8, 3.8 Hz, 1 H), 3.92 (s, 3H). 13C NMR (100.6 MHz, CDCI3, DEPT135): delta = 188.36 (+, JCF = 2.4 Hz), 158.01 (Cquart, JCF = 2.0 Hz), 152.73 (Cquart, JCF = 243.0 Hz), 122.87 (Cquart), 122.85 (Cquart, JCF = 18.4 Hz), 121 .01 (+, JCF = 24.5 Hz), 1 10.65 (+, JCF = 6.9 Hz), 56.57 (+).
The synthetic route of 202925-07-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; OSI PHARMACEUTICALS, LLC; JIN, Meizhong; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2012/158658; (2012); A1;,
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