Benzyltrimethylammonium hydroxide → HCID 19429541, compound

Participants

Reaction Steps

A mixture of N-[-(4-chlorobenzyl)acrylamide (Example V) (3.9 g), 4,5-dichloroimidazole (2.7 g), benzyltrimethylammonium hydroxide (Triton B) (0.20 ml of 40% solution in methanol) and pyridine (13 ml) was boiled under reflux for 8 hours. The mixture was evaporated down under reduced pressure and the residue dissolved in dichloro-methane (100 ml). This solution was washed with water (3×100 ml) and then extracted with 5M hydrochloric acid (3×50 ml). The combined acid extracts were basified with 5M sodium hydroxide and the product extracted into dichloromethane to give a yellow oil which was triturated with hot petroleum ether (b.p. 60°-80° C.) to give solid N-(4-chlorobenzyl)-3-(4,5-dichloroimidazol-1-yl)propionamide which was sufficiently pure by 1H nmr spectroscopy for use in part (b) below.

Provenance & Evidence