N,N-DIMETHYL-2-(PIPERIDIN-4-YLOXY)ACETAMIDE synthesis

Yield:880361-97-7 57.3%

Reaction Conditions:

with hydrogen;palladium on activated charcoal in ethanol; for 3 h;

Steps:

37.b

(b) N,N-dimethyl-2-(piperidin-4-yloxy)acetamide (82) Benzyl 4-(2-(dimethylamino)-2-oxoethoxy)piperidine-1-carboxylate (81) (3.0 g, 9.36 mmol) and palladium on carbon (0.100 g, 0.94 mmol) were added to ethanol (40 mL). This was stirred for 3 hours under an atmosphere of hydrogen. The reaction was filtered and the solvent evaporated to afford a viscous clear oil. The crude product was purified by distillation at 0.5 mBar, collecting fractions that distilled at 90° C. to afford the desired material as a colourless oil (1.000 g, 57.3% yield); ¹H NMR (400.132 MHz, CDCl₃) δ 1.51-1.42 (2H, m), 1.98-1.92 (2H, m), 2.63-2.57 (2H, m), 2.95 (3H, s), 3.10-3.05 (5H, m), 3.51-3.44 (1H, m), 4.17 (2H, s) NH proton missing.

References:

US2009/192156,2009,A1 Location in patent:Page/Page column 52