HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 1-(2-Bromoethyl)-2-cyclopropylbenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-Phenylcyclopropanemethanol | HCID 520536 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Bromoethyl)-2-cyclopropylbenzene | HCID 21845963 | 64.7% |
Reaction Steps
To a solution of 1-phenyl-1-cyclopropane methanol (1 g, 6.8 mmol) in 35 mL of THF is added triphenylphosphine (1.7 g, 7.1 mmol) and carbon tetrabromide (2.34 g, 7.1 mmol). The solution is stirred at ambient temperatures for 5 hours. After this time, the solution is diluted with 100 mL of Et2O. The reaction mixture is filtered and the collected solution is concentrated. The crude product is purified by column chromatography eluting with hexane to afford the title compound (1 g, 4.4 mmol) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05958918 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-8df947c8f5aa4a79a1c8da12622388e1 |
| Source note | uspto-grants-1999_09 |