Dicyclohexylcarbodiimide → HCID 23039619, compound

Participants

Reaction Conditions

Reaction Steps

3-Hexadecyloxy-2-methylenepropan-1-ol (from Preparation 1) (1.8 g) was dissolved in ether (35 ml). Dicyclohexylcarbodiimide (1.5 g), 4-dimethylaminopyridine (0.07 g) and 6-bromohexanoic acid (1.2 g) was added, and the mixture was stirred at 22° C. for 18 hours. The reaction mixture was filtered, and the filtrate was washed with water (35 ml), 5% acetic acid in water (35 ml) and water (35 ml). The ether solution was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo. The crude product was purified by chromatography on a Waters PrepLC®/System 500A using a PrepPAK®-500/SILICA cartridge first with ether/pentane 1:4 and in a second run with methylene chloride/hexane 1:4 as eluent.

Provenance & Evidence