3009, 2979, 2934, 1671, 1495, 1455, 1417; chromatographic eluent: petrol/Et2O = 9/1; HRMS Calcd. C19H21NO: 279.16243. Found: 279.16250.
6-Phenyl-1-(1-phenylethyl)piperidin-2-one (18g). Yield in toluene: 112 mg (40%); yield in CH2Cl2: 45 mg (16%); yellow oil; 1H-NMR (400 MHz, CDCl3) d 1.07 (3H, d, J = 7.3 Hz), 1.45– 1.70 (3H, m), 2.45–2.63 (2H, m), 4.28 (1H, t, J = 7.3 Hz), 6.15 (1H, q, J = 7.3 Hz), 7.05 (2H, d, J = 7.0 Hz), 7.18–7.30 (8H, m); 13C-NMR (100 MHz, CDCl3) d 15.7, 17.1, 31.5, 31.6, 51.6, 56.3, 126.6, 127.1, 127.4, 127.5, 128.3, 128.4, 141.0, 143.0, 170.7; GC-MS m/z (%): 279 (M+, 88), 160 (52), 120 (100), 105 (60); IR (film, cm–1) 3060, 3031, 3007, 2957, 1616, 1494, 1444, 1170; chromatographic eluent: petrol/Et2O = 9/1; HRMS Calcd. C19H21NO: 279.16243. Found: 279.16248.
Acknowledgements
We thank the MIUR – Rome, the C.I.N.M.P.I.S. (Consorzio Interuniversitario Nazionale Metodologie e Processi Innovativi di Sintesi) and the University of Lecce (Italy) for the financial support.
References
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