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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469761Generated: October 31, 2026

Acetonitrile → Pentanenitrile, 4,4-dimethyl-3-oxo-

https://huagongshe.com/reaction/469761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantEthyl pivalateHCID 19838—
ReactantSodium hydrideHCID 24758—
SolventWaterHCID 962—
SolventCyclohexaneHCID 8078—
ProductPentanenitrile, 4,4-dimethyl-3-oxo-HCID 108871—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a refluxed solution of sodium hydride (33.18 g, 553.03 mmol) in 275 mL of cyclohexane is added a mixture of 2,2-dimethyl-propionic acid ethyl ester (30 g, 230.43 mmol) in 79 mL acetonitrile (553.03 mmol) in 25 mL of cyclohexane. The mixture is maintained at 80° C. overnight. The mixture is cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined organics are washed with water, dried over sodium sulfate, filtered and concentrated to afford title compound which was used crude in subsequent reaction. ESI m/z 124=MH−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629157B2
Source datasetuspto-grants-2014_01
ORD IDord-e8b26003bc5646c5b4af385d203010fc
Source noteuspto-grants-2014_01