反应详情

This reaction is carried out in the same manner as the reaction in example 3. The difference is that, the reactants are p-methyphenyl chloride (126.6 mg, 1.0 mmol), propiophenone (161.1 mg, 1.2 mmol), palladium acetate (6.6 mg, 0.029 mmol), 2-Methoxy-6-(N-methyl-N-phenyl-amino)phenyl(dicyclohexyl)phosphine (18.4 mg, 0.045 mmol), t-BuONa (115.4 mg, 1.2 mmol) in 3 mL dry toluene at 110° C. for 16.5 h. 1-Phenyl-2-(m-tolyl)-1-propanone (190.0 mg) was obtained with a yield of 85% as liquid. 1H NMR (300 MHz, CDCl3) δ 8.10-7.94 (m, 2H, ArH), 7.52-7.44 (m, 1H, ArH), 7.44-7.35 (m, 2H, ArH), 7.25-7.18 (m, 1H, ArH), 7.17-7.10 (m, 2H, ArH), 7.07-7.02 (m, 1H, ArH), 4.69 (q, J=6.8 Hz, 1H, CH), 2.33 (s, 3H, ArCH3), 1.57 (d, J=6.8 Hz, 3H, CH3); 13C NMR (75 MHz, CDCl3) δ 200.2, 141.3, 138.5, 136.4, 132.6, 128.73, 128.66, 128.3, 128.2, 127.6, 124.8, 47.7, 21.3, 19.4; IR (neat) v (cm−1) 3058, 3025, 2975, 2930, 2870, 1682, 1605, 1596, 1583, 1488, 1448, 1372, 1338, 1238, 1208, 1181, 1158, 1075, 1002; MS (70 eV, EI) m/z (%): 224 (M+, 4.20), 105 (100).

1. customThis reaction is carried out in the same manner as the reaction in example 3
2. customat 110° C.
3. customfor 16.5 h