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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843871Generated: October 25, 2026

Dimethylformamide → 2-Methyl-2-(4-(trifluoromethyl)phenyl)propanenitrile

https://huagongshe.com/reaction/1843871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant4-(Trifluoromethyl)phenylacetonitrileHCID 75359—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
Product2-Methyl-2-(4-(trifluoromethyl)phenyl)propanenitrileHCID 10219988—

Reaction Conditions

Temperature80 °C

Reaction Steps

(4-Trifluoromethyl-phenyl)-acetonitrile (1 g, 5.4010 mmol) in DMF (8.1 mL) was added to a stirred mixture of NaH (518.49 mg, 21.604 mmol) in DMF (8.1 mL) at 0° C. This was followed by the addition of methyl iodide (3.3 mL, 54.0102 mmol) and the resulting mixture was heated to 80° C. for 3 hours. The reaction was monitored by TLC (10% ethylacetate in hexane). The reaction mixture was diluted with cold water and extracted with diethyl ether. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated to afford 1.2 g of the crude product which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-4b6eb69475b3491aaf06fdbd65ebdf46
Source noteuspto-grants-2015_02