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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491863Generated: October 30, 2026

Water → 4-Methyl-5-nitro-2-phenoxy-pyridine

https://huagongshe.com/reaction/491863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-4-methyl-5-nitropyridineHCID 345364—
SolventDimethylformamideHCID 6228—
Product4-Methyl-5-nitro-2-phenoxy-pyridineHCID 57678357—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 2-chloro-4-methyl-5-nitropyridine (10 g, 0.058 mol), in DMF (100 mL) was treated with phenol (6.6 g, 0.07 mol) and potassium carbonate (9.6 g, 0.07 mol) and the reaction mixture was stirred at 110° C. for 4 hr and then cooled. To the reaction mixture was then added water. The reaction mixture was extracted into EtOAc, dried and concentrated to a syrup, which was purified via column chromatography (4:2:0.5; CHCl3:hexanes:EtOAc, v/v) to yield 4-methyl-5-nitro-2-phenoxy-pyridine as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531545B2
Source datasetuspto-grants-2009_05
ORD IDord-5d225417468b4b9e84291623bb4f895c
Source noteuspto-grants-2009_05