Reference of 710-18-9, A common heterocyclic compound, 710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)benzene, molecular formula is C8H7F3O2, 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.
Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-methoxy-4- (trifluoromethoxy)benzene (57.6 mg, 45.5 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol ), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol ), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 89.2 mg of the title compound as a colorless solid (61 yield). [00215] Rf = 0.30 (hexanes/EtOAc 4: 1 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.97 (d, J = 7.6 Hz, 4H), .65-1.69 (m, 2H), 7.54 (t, J = 7.6 Hz, 4H), 7.29 (dd, J = 9.5, 2.9 Hz, 1H), 6.95 (d, J = 2.9 Hz, 1H), 6.85 (d, J = 8.6 Hz, 1H), 3.43 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 156.8, 141.8, 139.8, 134.0, 128.9, 128.9, 126.5, 125.1, 123.4, 120.6 (q, J = 255 Hz), 112.4, 55.8. 19F NMR (375 MHz, CDC13, 23 C, delta): -59.9. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C20H2oF3N206S2 [M + NH4]+, 505.0709, found, 505.0721.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; NGAI, Ming-Yu; BOURSALIAN, Gregory, Bagrad; MCNEILL, Eric, Andrew; RITTER, Tobias; WO2015/31725; (2015); A1;,
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