Gamma-undecalactone → 4-Hydroxy-undecanoic acid dodecylamide

Participants

Reaction Steps

To a suspension of 19.0 g aluminum trichloride in 50 ml of dichloromethane, a solution of 46.5 g dodecylamine in 50 ml of dichloromethane was dropped in at 15-20° C. Then 19.3 g gamma-undecalactone were added quickly at room temperature and an additional 50 ml of dichloromethane was added. After 4 hours, the reaction mixture was quenched with water and filtered through celite. The filtrate was diluted with ether and washed with brine. The organic phase was dried, filtered and evaporated to dryness. The resulting brown solid was purified by recrystallisation to yield 2.65 g of colourless crystals.

Provenance & Evidence