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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17889Generated: October 25, 2026

Ammonium Chloride → 1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrile

https://huagongshe.com/reaction/17889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-3-phenyl-6-(3-phenylpropoxy)indene-1-oneHCID 68695076—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carbonitrileHCID 6869508983.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

2-Bromo-3-phenyl-6-(3-phenylpropoxy)indene-1-one (1.0 g, 2.3 mmol) was dissolved in N,N-dimethylformamide (10 ml). Copper (I) cyanide (617 mg, 6.9 mmol) was added thereto and the mixture was stirred for 3 hours at 150° C. The mixture was cooled, and saturated ammonium chloride was added thereto. The organic layer was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:3) to obtain the title compound (700 mg, yield 80%) as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741323B2
Source datasetuspto-grants-2010_06
ORD IDord-be4c3fb850964b1bb1e28c3c67e9cbba
Source noteuspto-grants-2010_06