N-BENZYL-2-CHLORO-N-ISOPROPYL-ACETAMIDE synthesis

Yield:-

Reaction Conditions:

with triethylamine in dichloromethane;

Steps:

R.20 1-[2-(N-Isopropylbenzylamino)ethyl]isatin

REFERENCE EXAMPLE 20 1-[2-(N-Isopropylbenzylamino)ethyl]isatin To a solution of 5.00 g of N-isopropylbenzylamine and 3.74 g of triethylamine in 60 ml of dry dichloromethane was added dropwise 3.84 g of chloroacetyl chloride with stirring under ice-cooling. The mixture was heated under reflux for 2 hours. After cooling, the reaction mixture was successively washed with water, a 10% hydrochloric acid and an aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 7.67 g of N-benzyl-2-chloro-N-isopropylacetamide in an oil. IR (neat): νco 1640 cm^-1. NMR (CDCl₃) δ: 1.15 and 1.21(6H, d, J=6.6 Hz), 3.91 and 4.19(2H, s), 4.23 and 4.78(1H, sept, J=6.6 Hz), 4.54(2H, s), 7.1-7.45(5H, m).

References:

US4780477,1988,A