反应详情

N-octyloxy-4-oxo-2,2,6,6-tetramethylpiperidine (30.3 g, 36%) is synthesized in the same manner as described above with regard to N-cyclohexyloxy-4-oxo-2,2,6,6-tetramethyl-piperidine, with the exception of the addition of Zn (294.0 mmol, 19.25 g), 1,2-dibromoethane (900 μl), trimethylchlorosilane (1.2 ml), iodooctane (294 mmol, 70.6 g), CuCN (294 mmol, 26.3 g), LiCl (588 mmol, 25.0 g) and 4-oxo-TEMPO (294 mmol, 50.0 g). 1H-NMR (CDCl3): δ=3.69 (t, J=6.5 Hz, 2H, O—CH2), 2.55 (d, J=12.8 Hz, 2H, CH2—CCH3), 2.20 (d, J=12.8 Hz, 2H, CH2—CCH3), 1.54 (m, 2H, CH2—CH3), 1.36 (m, 2H, CH2), 1.28 (m, 14H, CH2 and C—CH3), 1.15 (s, 6H, C—CH3), 0.88 (t, J=6.8 Hz, 3H, CH2—CH3); 13C-NMR (CDCl3) δ=208.4, 77.1, 62.9, 53.3, 32.5, 31.8, 29.6, 29.2, 28.6, 26.4, 22.6, 22.5, 14.1.