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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712645Generated: October 30, 2026

Triphenylphosphine → 3-Bromo-5-(bromomethyl)pyridine

https://huagongshe.com/reaction/712645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant(5-Bromo-3-pyridinyl)methanolHCID 2784733—
SolventDichloromethaneHCID 6344—
Product3-Bromo-5-(bromomethyl)pyridineHCID 1493294867.2%

Reaction Steps

(5-Bromo-pyridin-3-yl)-methanol (500 mg, 2.7 mmol) and triphenylphosphine (840 mg, 3.2 mmol) are dissolved in 12 mL of DCM and NBS (570 mg, 3.2 mmol) is added. The mixture is stirred for 4 hrs and then the reaction mixture is directly purified by flash column chromatography give 455 mg of 3-bromo-5-bromomethyl-pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-f94edaf7e3f940ec97ec851b9df2b0a8
Source noteuspto-grants-2015_11