Water → Ethyl 2-benzoylaminocyclohexene-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

In a 2000 ml flask were charged ethyl 2-aminocyclohexene-1-carboxylate (80.0 g, 472.8 mmol), pyridine (37.4 g, 472.8 mmol), and acetonitrile (190 ml), and the mixture was dissolved by heating to 40° C. While keeping the mixture at 40-50° C., a solution (126 ml) of benzyl chloride (63.14 g, 449.2 mmol) in acetonitrile was added dropwise. The mixture was stirred at 50-60° C. for 1.5 hr, cooled, and water (631 ml) was added dropwise at 20-30° C. over 30 min. After stirring at the same temperature for 30 min, the precipitate was collected by filtration and washed with water (631 ml). The obtained powder was dried under reduced pressure at 60° C. yield 119.62 g, 97%.

Provenance & Evidence