HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → tert-Butyl 3-(2,2-dibromovinyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-Boc-piperidine-3-carboxaldehyde | HCID 9964448 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 3-(2,2-dibromovinyl)piperidine-1-carboxylate | HCID 86615128 | 9% |
Reaction Steps
To a mixture of CBr4 (1.63 g, 4.92 mmol) and PPh3 (1.29 g, 4.92 mmol 9 in DCM (25 ml) was added 1 g (4.69 mmol) 3-Formyl-piperidine-1-carboxylic acid tert-butyl ester (commercially available) at room temperature. The reaction mixture was stirred at R.T for 24 h and the solvent was removed. The crude product was purified by flash chromatography (cyclohexane/AcOEt 90/10) to afford 0.15 g (9%) of 3-(2,2-Dibromo-vinyl)-piperidine-1-carboxylic acid tert-butyl ester as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834035B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-27be1bbcc21b45d59f66f1d3dff0c65a |
| Source note | uspto-grants-2010_11 |