Application of 53145-38-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.
Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-chloro-3- fluoro-2-methoxybenzene (48.2 mg, 38.9 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 106.7 mg of a mixture of the title compound and its two constitutional isomers (78% yield). Purification for characterization was accomplished by preparative TLC. [00221] Data for 2k: colorless solid; R/ = 0.59 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.93-7.97 (m, 4H), 7.70-7.74 (m, 2H), 7.57-7.61 (m, 4H), 6.83 (t, J = 2.1 Hz, 1H), 6.72 (dd, J = 10.9, 2.6 Hz, 1H), 4.04 (d, J = 2.3 Hz, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 155.1 (d, J = 251.3 Hz), 146.4 (d, J = 12.5 Hz), 139.1, 134.5, 129.4, 129.1 (d, J = 3.8 Hz), 128.8 (d, J = 1.1 Hz), 128.7, 128.4 (d, J = 5.5 Hz), 119.4 (d, J =20 Hz), 61.7 (d, J = 6.3 Hz). 19F NMR (375 MHz, CDC13, 23 C, delta): -129.0 (d, J = 9.8 Hz). Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for [M + NH4]+, 473.0402, found, 473.0415.
The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroanisole. I believe this compound will play a more active role in future production and life.
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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