Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749418Generated: November 1, 2026

Acetonitrile → Benzoylacetonitrile

https://huagongshe.com/reaction/1749418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantMethyl BenzoateHCID 7150—
ReactantSodium hydrideHCID 24758—
SolventTetrahydrofuranHCID 8028—
ProductBenzoylacetonitrileHCID 64799—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of benzoic acid methyl ester (1.0 equiv.) and methyl cyanide (2.0 equiv.) in anhydrous THF (1.0 M) was added sodium hydride (60% in mineral oil, 2 equiv.) under nitrogen. After the resulting reaction mixture was stirred at 70° C. overnight, the reaction mixture was quenched with ice-water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and filtered. Concentration under vacuum afforded the crude product as a brown solid. 1H-NMR (400 MHz, CDCl3) δ (ppm) 7.94-7.92 (m, 2H), 7.69-7.65 (m, 1H), 7.55-7.54 (m, 2H), 4.08 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-d2165186a844462daa2789132d2cc53b
Source noteuspto-grants-2015_10