HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate → Ethyl 1-((1,1-dimethylethoxy)carbonyl)-4-piperidineacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate | HCID 10333298 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 1-((1,1-dimethylethoxy)carbonyl)-4-piperidineacetate | HCID 9993342 | 89% |
Reaction Steps
tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate (5.0 g, 18.58 mmol, 1 eq) was dissolved in ethanol (20 ml) and degassed for 30 min with nitrogen. Pd—C (500 mg, 10%) was added, and hydrogenation was carried out for 12 h at RT under balloon pressure (H2). After monitoring by thin-layer chromatography, the reaction mixture was filtered off over Celite and washed with ethanol (200 ml), and the filtrate was concentrated under reduced pressure. Yield: 89% (4.5 g, 16.6 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680159B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-7658f16320904c6fa09fd50c0eecd499 |
| Source note | uspto-grants-2014_03 |