Diethyl Ether → 1-Octadecylaminocarbonyloxy-3-(4-bromobutylaminocarbonyloxy)-2-methylenepropane

Participants

Reaction Conditions

Reaction Steps

3-Octadecylaminocarbonyloxy-2-methylenepropan-1-ol (from Preparation 3) (2.0 g) was dissolved in methylene chloride (40 ml). 4-Dimethylaminopyridine (0.13 g) and 4-bromobutyl isocyanate (1.30 g) were added, and the mixture was stirred for 22 hours at 22° C. Ether (40 ml) was added, and the mixture was purified through a column of silica gel 60 (70-230 mesh, 20 g) eluting with ether/chloroform 1:1. Further purification was achieved by chromatography on a Waters PrepLC®/System 500A using a PrepPAK®-500/SILICA cartridge with ether/chloroform/pentane 1:1:2 as eluent.

Provenance & Evidence