HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → (3S)-N,N-Dimethyl-1-(phenylmethyl)-3-piperidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | ethyl 1-benzylpiperidine-3-carboxylate | HCID 2736370 | — |
| Reactant | HCID 11469201 | HCID 11469201 | — |
| Product | (3S)-N,N-Dimethyl-1-(phenylmethyl)-3-piperidinecarboxamide | HCID 53939102 | — |
Reaction Steps
This reaction was run in the same manner as ethyl 1-benzyl-3-piperidinecarboxylate, starting with (S)-N,N-dimethyl-3-piperidinecarboxamide (275 mg; 1.76 mmol), diisopropylethylamine (310 μl; 1.78 mmol), and benzyl bromide (210 μl; 1.77 mmol). Crude product was purified by chromatography on silica eluting with 5% methanol/95% dichloromethane, giving (S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide (322.2 mg) as a colorless oil. MS m/z (positive ion) 247 (MH+; 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06664271B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-b43686dc6f464276995c3fc6fcfe36de |
| Source note | uspto-grants-2003_12 |