反应详情

温度

0 °C

A concentrated solution of the amine 16 (0.097 g, 0.13 mmol) in ethyl acetate was added cooled to 0° C. A total of 4 mL of a freshly prepared saturated solution of HCl in ethyl acetate was added dropwise and the solution stirred for 1 h at room temperature during which time a white precipitate formed. The ethyl acetate was removed in vacuo and the residue co-evaporated with ethyl acetate and chloroform to give the product 23 as an off white powder (0.104 g, 98%); 1H NMR (CDCl3) d 7.24 (s, 1H, aryl), 7.05 (d, 1H, aryl), 6.85 (d, 1H, aryl), 5.35 (m, 4H, olefinic), 4.07 (q, 4H, OCH2), 3.95 (t, 2H, benzylic), 3.07 (m, 2H, CH2) 2.79 (m, 2H, CH2), 2.05 (m, 8H, CH2C═C), 1.82 (m, 8H, CH2CH2O, 2×CH2), 1.58-1.21 (m, 52H, 26×CH2), 0.89 (t, 6H, CH3); 13C NMR (300 MHz, CDCl3) d 149.36, 148.78, 130.85, 130.33, 129.74, 122.23, 115.56, 113.45, 69.56, 69.32, 51.56, 51.15, 45.96, 39.86, 32.53, 30.44, 30.44, 30.23, 30.12, 30.00, 29.71, 27.61, 27.51, 27.10, 26.83, 26.69, 24.82, 23.77, 23.08, 14.54; HRMS (FAB): theory for C51H95N2O2 (M+1), 767.7394; found (M+1), 767.7419; Anal. (C51H96Cl2N2O2.0.3H2O): C, H, N.

1. customformed
2. customThe ethyl acetate was removed in vacuo