HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine dibromide → 4-(bromomethyl)-5-phenyl-3,6-dihydro-2H-pyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine dibromide | HCID 70579 | — |
| Reactant | (5-phenyl-3,6-dihydro-2H-pyran-4-yl)methanol | HCID 90417308 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(bromomethyl)-5-phenyl-3,6-dihydro-2H-pyran | HCID 90418571 | 79.4% |
Reaction Steps
To a solution of (5-phenyl-3,6-dihydro-2H-pyran-4-yl)methanol (360 mg, 1.89 mmol) in DCM (6 mL) was added dibromotriphenylphosphorane (880 mg, 2.08 mmol) at room temperature, after stirring for 30 min, it was diluted with DCM, organic layer was washed with Sat. NaHCO3, brine, dried and concentrated to give crude product, which was purified by column(Hexanes/EtOAc=9:1) to give 4-(bromomethyl)-5-phenyl-3,6-dihydro-2H-pyran (380 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422279B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-73b84ea6186041fd84863220c12f42c6 |
| Source note | uspto-grants-2016_08 |