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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564015Generated: October 30, 2026

Dimethylformamide → 2-(3-Bromophenyl)-2-methylpropanenitrile

https://huagongshe.com/reaction/564015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(3-Bromophenyl)acetonitrileHCID 36023—
SolventDiethyl EtherHCID 3283—
Product2-(3-Bromophenyl)-2-methylpropanenitrileHCID 10513294—

Reaction Steps

257 mg 95% sodium hydride were stirred at room temperature in 25 ml dry DMF under an atmosphere of nitrogen. A solution of 1 g 3-bromophenylacetonitrile and 1.593 g iodomethane in 10 ml dry diethyl ether was added slowly below 30° C. The mixture was stirred over night at room temperature and then quenched by addition of a small amount of water. The solvents were evaporated under vacuum and the residue was purified by chromatography on silica in a heptane/ethyl acetate gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067599B2
Source datasetuspto-grants-2011_11
ORD IDord-06100fb05b61410ea109aedc47e1e36e
Source noteuspto-grants-2011_11