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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352578Generated: November 2, 2026

Diethyl Ether → 1-(Pyridin-2-yl)propan-2-one

https://huagongshe.com/reaction/2352578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAcetonitrileHCID 6342—
Reactant2-MethylpyridineHCID 7975—
ReactantButyllithiumHCID 178418339—
Product1-(Pyridin-2-yl)propan-2-oneHCID 95910—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 960 mg of n-butyllithium in diethyl ether was added dropwise 1480 μl of α-picoline at 0° C. under an argon and the reaction mixture was stirred for 10 minutes at 0° C. To the reaction mixture was added 782 l of acetonitrile and the mixture was stirred for 3 hours at room temperature, followed by extraction with 30 ml of 1.5N-sulfuric acid. The acidic solution was washed with 25 ml of diethyl ether, and made alkaline with a 2N-aqueous sodium hydroxide solution and the solution was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residual oil was distilled under reduced pressure to give 700 mg of methyl 2-pyridylmethyl ketone as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04877795
Source datasetuspto-grants-1989_10
ORD IDord-4e405fa4807245b998e93638036fe388
Source noteuspto-grants-1989_10