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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275806Generated: October 26, 2026

Toluene → 4'-((2-Butyl-4-oxo-1,3-diazaspiro(4.4)non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrile

https://huagongshe.com/reaction/1275806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
Reactant2-Butyl-1,3-diazaspiro[4.4]nonan-4-one hydrochlorideHCID 22117883—
CatalystTributylmethylammonium chlorideHCID 91822—
SolventWaterHCID 962—
Product4'-((2-Butyl-4-oxo-1,3-diazaspiro(4.4)non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrileHCID 984311685.7%

Reaction Steps

A mixture of 0.231 g (1.0 mmol) of 2-butyl-1,3-diazaspiro [4.4]nonan-4-one, hydrochloride, 0.272 g (1.0 mmol) of 4'-(bromomethyl)[1,1'-biphenyl]-2-carbonitrile, 24.4 μL (0.075 mmol) of 75% aqueous solution of methyl-tributylammonium chloride, 2.0 mL of toluene and 2.0 mL of 50% aqueous solution of sodium hydroxide was vigorously stirred at room temperature for 2.2 hours. Then the reaction mixture was diluted with 2 mL of water and the two phases separated. The organic phase was extracted twice with 2 mL of water, evaporated under vacuum to give 0.33 g (85.7%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162922
Source datasetuspto-grants-2000_12
ORD IDord-5e5224e00cd642edb0050072f3bdc298
Source noteuspto-grants-2000_12