Acetonitrile → 4-Chloro-2-pyridinecarbonitrile

4-Chloropyridine N-oxide (7.53 g, 58.1 mmol) and N,N-dimethylcarbamoyl chloride (9.36 g, 87.0 mmol) were added to acetonitrile (200 ml), and trimethylsilyl cyanide (11.5 g, 116 mmol) was added dropwise thereto. The mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine and dried over magnesium sulfate. The solvent was evaporated, and the residue was subjected to a silica gel (200 g) column chromatography. The fractions eluted with n-hexane-ethyl acetate (3:1, v/v) were collected, concentrated to give the titled compound (8.05 g, 99%) as a pale yellow oil.

1. additionwas added dropwise
2. washThe organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
3. dry with materialdried over magnesium sulfate
4. customThe solvent was evaporated
5. washThe fractions eluted with n-hexane-ethyl acetate (3:1
6. customv/v) were collected
7. concentrationconcentrated

ORDレコード

ord-523c938c80b2492ca953a3eea5df7c5e

出典データセット

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07767665B2