Hydrochloric Acid → HCID 131728763, compound

Participants

Reaction Conditions

Reaction Steps

A concentrated solution of the amide 21 (0.22 g, 0.19 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 28 as a white powder (0.18 g, 98%); 1H NMR (CDCl3/CH3OD 9:1) d 7.42 (m, 2H, aryl), 6.78 (m, 1H, aryl), 5.33 (m, 4H, olefinic), 4.03 (m, 4H, OCH2), 3.41 (m, 2H, CH2), 3.01 (m, 10H, 5×CH2), 2.08-1.66 (m, 24H, 12×CH2), 1.71 (m, 6H, 3×CH2), 1.56-1.13 (m, 44H, 20×CH2), 0.89 (t, 6H, CH3); HRMS (FAB): theory for C55H105N4O3 (M+1), 867.8025; found (M+1), 867.8022; Anal. Calcd for (C55H105Cl3N4O3.1.5H2O): C, H, N.

Provenance & Evidence