Compound 31
1-(naphthalen-1-yl)piperidine
From: Practical and regioselective amination of arenes using alkyl amines
View in PubChem | MDL Molfile | Chemdraw file
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
Following GP1 outlined for compound 4 in CH3CN, naphthalene (13 mg, 0.1 mmol) gave 31 (19 mg, 91%) as an oil. 1H NMR (500 MHz, CDCl3) δ 8.32–8.08 (1H, m, 1H), 7.82 (1H, dd, J = 6.8, 2.4 Hz), 7.53 (1H, d, J = 8.2 Hz), 7.47 (2H, ddd, J = 6.9, 4.3, 1.9 Hz), 7.40 (1H, t, J = 7.8 Hz), 7.07 (1 H, d, J = 7.3 Hz), 3.32–2.84 (4H, br s), 1.86 (4H, q, J = 5.6 Hz), 1.68 (2 H, br s); 13C NMR (126 MHz, CDCl3) δ 150.3, 134.9, 128.9, 128.5, 125.9, 125.9, 125.5, 123.9, 114.8, 55.0, 26.5, 24.5.
