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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279655Generated: October 30, 2026

Water → HCID 68726157, compound

https://huagongshe.com/reaction/2279655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,5-DibromopentaneHCID 8100—
ReactantSodium hydrideHCID 24758—
Reactant3-PyridineacetonitrileHCID 80923—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68726157HCID 68726157—

Reaction Steps

To a mixture of pyridin-3-yl-acetonitrile (14.65 g) and 1,5-dibromo-pentane (28.52 g) in THF (450 mL) and DMSO (450 mL) is added NaH (60% in mineral oil, 10.42 g) portionwise at 0° C. over 1 h. The mixture is allowed to warm to RT and stirred overnight. The reaction mixture is poured into water and extracted twice with EtOAc. The extract is concentrated and the residue is purified by silica gel chromatography to give 1-pyridin-3-yl-cyclohexanecarbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133204B2
Source datasetuspto-grants-2015_09
ORD IDord-053a85e76225472dbacfd3c6c9284ffe
Source noteuspto-grants-2015_09