HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 4-(3-Bromopropyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(3-Hydroxypropyl)benzonitrile | HCID 11084178 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(3-Bromopropyl)benzonitrile | HCID 458364 | 69% |
Reaction Steps
To a solution of 4-(3-hydroxypropyl)benzonitrile (13 g, 0.081 mol; see step (iii) above) and triphenylphosphine (42.3 g, 0.16 mol) in DCM (150 mL) was added, dropwise at 0-5° C., a solution of CBr4 (53.5 g, 0.16 mol) in DCM (100 mL). The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the product was purified by column chromatography over silica gel, using petroleum ether in ethyl acetate as eluent, to yield 12.5 g (69%) of the sub-title compound as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07354917B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-6f2c0564238b47639802acd53a890f0a |
| Source note | uspto-grants-2008_04 |