HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Chloride → ethyl 1-benzylpiperidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl nipecotate | HCID 98969 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 1-benzylpiperidine-3-carboxylate | HCID 2736370 | 75.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Benzyl chloride (5.5 ml, 47.8 mmol) and potassium carbonate (8.3 g, 60.1 mmol) were added to a solution of ethyl 3-piperidinecarboxylate (6.55 g, 40.0 mmol) in N,N-dimethylformamide (20 ml), and the resulting mixture was stirred at 100° C. for 10 hours. After completion of the reaction, the reaction solution was filtered and the filtrate was subjected to azeotropic concentration with toluene. The resulting residue was purified by a silica gel column chromatography (eluent: n-hexane/ethyl acetate=20/1) to obtain ethyl 1-benzyl-3-piperidinecarboxylate (7.45 g, 75.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07199147B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-33d2e0ea00904390b3802fbffdd2d928 |
| Source note | uspto-grants-2007_04 |