HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-[4-(2-Bromo-ethyl)-piperidin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ethanone,1-[4-(2-hydroxyethyl)-1-piperidinyl]- | HCID 21468226 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[4-(2-Bromo-ethyl)-piperidin-1-yl]-ethanone | HCID 57850138 | — |
Reaction Steps
To a solution of 1-[4-(2-hydroxy-ethyl)-piperidin-1-yl]-ethanone (0.500 g, 2.92 mmol) in dichloromethane (15 mL) was added carbon tetrabromide 1.45 g, 4.38 mmol), triphenyl phosphine (0.728 g, 2.77 mmol) and imidazole (0.398 g, 5.84 mmol) at 0° C. The temperature of the reaction mixture was slowly raised to room temperature and stirring continued at rt for 18 h. The reaction was diluted with dichloromethane and washed with water. The organic layer was dried (Na2SO4), filtered, and the solvent was evaporated. The product was chromatographed over silica gel using gradient of 0-10% methanol in dichloromethane. GC-MS m/z 235
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595401B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-acceefe665d24b35b5af8d509eab589d |
| Source note | uspto-grants-2009_09 |