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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433212Generated: October 30, 2026

Methyl Ethyl Ketone → [5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol

https://huagongshe.com/reaction/433212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluorobenzyl bromideHCID 68007—
Reactant6-(Hydroxymethyl)pyridin-3-ol hydrochlorideHCID 18758423—
SolventWaterHCID 962—
Product[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanolHCID 1114899167.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-hydroxymethyl-pyridin-3-ol hydrochloride (1:1) (6.29 g, 38.9 mmol), 3-fluorobenzyl bromide (8.1 g, 42.8 mmol), potassium carbonate (10.76 g, 77.9 mmol) and 2-butanone (200 ml) was heated to 80° C. for 5 h. After cooling, water was added, and the mixture extracted with ethyl acetate. After drying of the organic layer with MgSO4, filtration and evaporation, the residue was purified by chromatography (SiO2, CH2Cl2—MeOH 95:5) to give the title compound as a brown solid (6.12 g, 67%). MS: m/e=234.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667327B2
Source datasetuspto-grants-2003_12
ORD IDord-212f6b30f78c462f88c2cd380fcb40f3
Source noteuspto-grants-2003_12