HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-4-iodobenzene → HCID 12169538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | 1,1'-Binaphthyl | HCID 11789 | — |
| Reactant | 4-Benzylpiperidine | HCID 31738 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12169538 | HCID 12169538 | — |
Reaction Steps
A mixture of 1-bromo-4-iodo benzene (0.500 g), 4-benzylpiperidine (0.25 mL), sodium-tert-butylate (0.238 g), tris(dibenzylideneacetone)dipalladium (0.016 g) and 2,2′-bis/diphenylphosphino)-1,1′-binaphtyl racemate (0.018 g) is dissolved in tetrahydrofuran and stirred at room temperature overnight. The reaction mixture is concentrated and the resulting residue is loaded on Celite and purified by silica gel chromatography (4:1 hexanes/ethyl acetate) to give 4-benzyl-1-(4-bromo-phenyl)-piperidine as a light yellow syrup. MS (m/z): 331 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975439B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5faeecc2351246c99104ab2c5f4c10c6 |
| Source note | uspto-grants-2015_03 |