HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 1-Bromo-4-(3-bromopropyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-(4-Bromophenyl)propan-1-ol | HCID 10560614 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Bromo-4-(3-bromopropyl)benzene | HCID 15153578 | 66.3% |
Reaction Steps
To a solution of intermediate 49 (Example 99) (4.0 g, 19 mmol) in THF (30 mL) at 0° C. under the argon atmosphere was added PPh3 (6.3 g, 24 mmol) followed by CBr4 (8.0 g, 24 mmol). The mixture was stirred at the same temperature for 15 min and then stirred at room temperature for additional 15 h. Most of the solvent was removed and the residue purified by flash chromatography on silica gel (hexane) to afford the title compound (3.5 g, 66%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030487B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-715c30fe887747d9a70bba84d5d325df |
| Source note | uspto-grants-2011_10 |