反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
A concentrated solution of the amine 15 (0.158 g, 0.19 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 22 as an off white powder (0.15 g, 98%); 1H NMR (500 MHz, CDCl3) d 9.50 (br s, 2H, R2N+H2), 8.22 (br s, 3H, RN+H3), 7.24 (s, 1H, aryl), 7.05 (d, 1H, aryl), 6.82 (d, 1H, aryl), 5.34 (m, 4H, olefinic), 4.02 (q, 4H, OCH2), 3.93 (t, 2H, benzylic), 3.07 (m, 2H, CH2) 2.81 (m, 2H, CH2), 2.01 (m, 8H, CH2C═C), 1.95 (m, 2H, CH2), 1.85 (m, 2H, CH2), 1.78 (m, 4H, CH2CH2O), 1.45 (m, 4H, 2×CH2), 1.38-1.20 (m, 40H, 20×CH2), 0.89 (t, 6H, CH3); 13C NMR (300 MHz, CDCl3) d 150.00, 149.37, 130.12, 130.09, 129.95, 122.58, 115.81, 113.49, 69.63, 69.38, 51.44, 51.06, 45.80, 39.63, 32.29, 30.24, 30.21, 30.16, 30.00, 29.93, 29.71, 27.61, 26.63, 26.49, 24.83, 23.75, 23.08, 14.54; HRMS (FAB): theory for C47H87N2O2 (M+1), 711.6768; found (M+1), 711.6827; Anal. (C47H88Cl2N2O4.1.2H2O): C, H, N.
WORKUP
后处理
- customformed
- customThe ethyl acetate was removed in vacuo