4-Bromobenzophenone → 2-(4-Benzoylphenyl)-1-phenyl-1-propanone

Beteiligte Stoffe

Reaktionsschritte

Pd(OAc)2 (4.5 mg, 0.020 mmol), Tri-t-butylphosphine (4.1 mg, 0.020 mmol), NaOtBu (144 mg, 1.50 mmol), 4-Bromobenzophenone (261 mg, 1.00 mmol) and Propiophenone (148 mg, 1.10 mmol) were used. Reaction at 70° C. for 12 h gave 304 mg (97%) of 2-(4-Benzoylphenyl)-1-phenyl-1-propanone after silica gel chromatography (hexane/EtOAc=85/15). 1H NMR: (CDCl3) δ 7.96 (d, J=7.7 Hz, 2H) , 7.76-7.75 (m, 4H), 7.58 (t, J=7.2 Hz, 1H), 7.52 (t, J=7.1 Hz, 1H), 7.47 (t, J=7.7 Hz, 2H), 7.43-7.40 (m, 4H), 4.79 (q, J=6.9 Hz, 1H), 1.59 (d, J=6.9 Hz, 3H); 13C{1H} NMR: (CDCl3) δ 199.66, 196.14, 146.16, 137.51, 136.23, 133.10, 132.40, 130.82, 129.94, 129.80, 128.75, 128.63, 128.26, 127.79, 47.72, 19.37. MS m/e (relative intensity): 314 (10), 105 (100), 77 (38), 51 (13). Anal. Calcd for C22H18O2 : C, 84.05; H, 5.77. Found: C, 83.91: H, 5.88.

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