HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 4-(2-(dimethylamino)-2-oxoethoxy)piperidine-1-carboxylate → N,N-Dimethyl-2-(piperidin-4-yloxy)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 4-(2-(dimethylamino)-2-oxoethoxy)piperidine-1-carboxylate | HCID 57791803 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N,N-Dimethyl-2-(piperidin-4-yloxy)acetamide | HCID 43346284 | 57.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129380B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-7ebb4a077fd346c485ba3c9b3359d567 |
| Source note | uspto-grants-2012_03 |