HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-(3-Bromopropyl)-3-chlorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-(3-Chlorophenyl)propan-1-ol | HCID 9989667 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Bromopropyl)-3-chlorobenzene | HCID 14084860 | 70.9% |
Reaction Steps
Compound 25-1 (1.00 g) was dissolved in methylene chloride (100 ml), triphenylphosphine (1.71 g) and N-bromosuccinimide (1.15 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 5 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (50 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (970 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129361B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-3780f09998204b5b9b2d4d5949612f6c |
| Source note | uspto-grants-2012_03 |