Hydrochloric Acid → HCID 131728762, compound

Participants

Reaction Conditions

Reaction Steps

A concentrated solution the amide 20 (0.22 g, 0.22 mmol) in ethyl acetate was added cooled to 0° C. A total of 5 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 27 as a white powder (0.19 g, 98%); 1H NMR (CDCl3) d 8.95 (br s, 2H, R2N+H2), 8.20 (br s, 3H, RN+H3), 7.45 (m, 2H, aryl), 6.78 (m, 1H, aryl), 5.33 (m, 4H, olefinic), 3.95 (m, 4H, OCH2), 3.38 (m, 2H, CH2), 3.11 (m, 2H, CH2), 3.01 (m, 4H, 2×CH2), 2.08-1.89 (m, 14H, 7×CH2), 1.71 (m, 6H, 3×CH2), 1.47-1.18 (m, 44H, 20×CH2), 0.89 (t, 6H, CH3); HRMS (FAB): theory for C51H94N3O3 (M+1), 796.7290; found (M+1), 796.7249; Anal. (C51H95Cl2N3O3.1.6H2O): C, H, N.

Provenance & Evidence