HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-Bromo-4-(3-bromopropyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-(4-Bromophenyl)propan-1-ol | HCID 10560614 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Bromo-4-(3-bromopropyl)benzene | HCID 15153578 | 39.9% |
Reaction Steps
Compound 41-2 (3.63 g) was dissolved in methylene chloride (40 ml), triphenylphosphine (4.88 g) and N-bromosuccinimide (3.31 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr, and at room temperature for 4 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 (100 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 (1.87 g) 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-374008b0a55246cf9ea746389e7c6337 |
| Source note | uspto-grants-2012_03 |