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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091763Generated: November 1, 2026

Benzyl 4-(2-(dimethylamino)-2-oxoethoxy)piperidine-1-carboxylate → N,N-Dimethyl-2-(piperidin-4-yloxy)acetamide

https://huagongshe.com/reaction/1091763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-(2-(dimethylamino)-2-oxoethoxy)piperidine-1-carboxylateHCID 57791803—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN,N-Dimethyl-2-(piperidin-4-yloxy)acetamideHCID 4334628457.4%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129380B2
Source datasetuspto-grants-2012_03
ORD IDord-7ebb4a077fd346c485ba3c9b3359d567
Source noteuspto-grants-2012_03