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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362400Generated: November 2, 2026

Hydrogen Bromide → HCID 178419456, compound

https://huagongshe.com/reaction/2362400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTriphenylphosphineHCID 11776—
Reactant(5-Bromo-3-pyridinyl)methanolHCID 2784733—
SolventAcetic AcidHCID 176—
ProductHCID 178419456HCID 178419456183.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of (5-bromopyridin-3-yl)methanol (1 g, 5.32 mmol) in acetic acid (Volume: 2 mL) was added hydrogen bromide (1.324 mL, 11.70 mmol) and triphenylphosphine (1.726 g, 6.38 mmol) then heat to 90° C. for four days, cooled to ambient temperature. The reaction mixture was wash with ether (20 mL×2) and EtOAc (20 mL×2) then was filtered and concentrated under high vacuum to remove solvent and provide a white solid of 3-bromo-5-((tri-phenylphosphino)methyl)pyridine bromide salt (3.05 g, 4.89 mmol, 92% yield). 1H NMR (500 MHz, DMSO-d6) δ 8.64 (s, 1H), 8.24 (s, 1H), 7.94 (t, J=7.0 Hz, 3H), 7.83-7.70 (m, 12H), 7.46 (d, J=1.5 Hz, 1H), 5.32 (d, J=15.6 Hz, 2H), Mass spec.: 434.2 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691821B2
Source datasetuspto-grants-2014_04
ORD IDord-0ec9a226ed73460783e5356964615683
Source noteuspto-grants-2014_04