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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484796Generated: October 30, 2026

Triphenylphosphine dibromide → 4-(bromomethyl)-5-phenyl-3,6-dihydro-2H-pyran

https://huagongshe.com/reaction/1484796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphine dibromideHCID 70579—
Reactant(5-phenyl-3,6-dihydro-2H-pyran-4-yl)methanolHCID 90417308—
SolventDichloromethaneHCID 6344—
Product4-(bromomethyl)-5-phenyl-3,6-dihydro-2H-pyranHCID 9041857179.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422279B2
Source datasetuspto-grants-2016_08
ORD IDord-73b84ea6186041fd84863220c12f42c6
Source noteuspto-grants-2016_08