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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655469Generated: October 25, 2026

Water → N-(2'-Cyanobiphenyl-4-yl)methyl-N-(2-methoxy-6-nitrophenyl)valeramide

https://huagongshe.com/reaction/1655469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
ReactantN-(2-Methoxy-6-nitrophenyl)valeroamideHCID 19792196—
SolventDimethylformamideHCID 6228—
ProductN-(2'-Cyanobiphenyl-4-yl)methyl-N-(2-methoxy-6-nitrophenyl)valeramideHCID 19792111—

Reaction Steps

To a solution of N-(2-methoxy-6-nitrophenyl)valeramide (3.2 g) in DMF (15 ml) was added, under ice-cooling, sodium hydride (60% oil, 0.61 g). The mixture was stirred for 20 minutes and then there was added 4-(2-cyanophenyl)benzyl bromide (3.5 g), followed by stirring for one hour at room temperature. To the reaction mixture was added water, which was extracted with ethyl acetate. The organic layer was washed with water and dried. The solvent was distilled off, and the residue was purified by column chromatography on silica gel to give a yellow oil (5.8 g, quantitatively).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05250554
Source datasetuspto-grants-1993_10
ORD IDord-f2926a91d7cf479eb930fde0a02b6438
Source noteuspto-grants-1993_10