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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457913Generated: October 29, 2026

Sodium Carbonate → [4-(3-Methyl-2-pyridinyl)phenyl]methanol

https://huagongshe.com/reaction/457913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-3-methylpyridineHCID 220832—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product[4-(3-Methyl-2-pyridinyl)phenyl]methanolHCID 2193727847%

Reaction Steps

A mixture of 2-bromo-3-methylpyridine (22.5 g, 0.1312 mol), 4(hydroxymethyl)phenylboronic acid (25 g, 0.164 mol), Pd(PPh3)4 (9.5 g, 0.0082 mol), and sodium carbonate (200 g in 500 ml of water) in toluene (750 ml) were refluxed under nitrogen atmosphere for 15 h. Separated the toluene layer and distilled under reduced pressure to give a residue. The residue was then purified by column chromatography to yield [4-(3-methyl-2-pyridinyl)phenyl]methanol (12 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189754B2
Source datasetuspto-grants-2007_03
ORD IDord-620df71aa79846a2944ab5f910129cd6
Source noteuspto-grants-2007_03