Dichloromethane → N,N-bis(2,2,6,6-tetramethylpiperidin-4-yl)acrylamide

Participants

Reaction Steps

A 2500 ml flask equipped with stirrer, termometer and dropping funnel is charged with 1000 ml of dichloromethane, 147.75 g (500 mmol) N,N-bis-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine (prepared as described in EP 838 455 A1) and 1.6 g 4-dimethylaminopyridine. Then, 47.5 g (525 mmol) of acryloylchloride are added during 4 h while keeping the temperature at 0-2° C. After additional 90 minutes of stirring the solution of 21 g (521 mmol) NaOH in 100 ml water is slowly added. The organic layer is separated, dried over MgSO4 and evaporated. The residue (174.55 g) is recrystallized 3× from acetonitrile to afford 33.78 g of the title compound as white crystals, mp 115-118° C.

Provenance & Evidence