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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646612Generated: October 26, 2026

Water → 3-oxo-2,3-dihydro-1H-indene-5-carbonitrile

https://huagongshe.com/reaction/1646612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant1-Indanone, 6-bromo-HCID 139778—
ReactantHCID 178418260HCID 178418260—
SolventDichloromethaneHCID 6344—
Product3-oxo-2,3-dihydro-1H-indene-5-carbonitrileHCID 11030074—

Reaction Steps

2 g of 6-bromo-indanone, 10 ml of dimethylformamide and 3 g of copper cyanide are taken to reflux for 20 hours. At 20° C. the reaction mixture is poured into 40 ml of water and 30 ml of methylene chloride, agitated for 15 minutes and filtered on celite. The filtrate is decanted and re-extracted with methylene chloride. The organic phase is washed with water, dried, brought to dryness under reduced pressure and the residue is chromatographed on silica in a hexane-ethyl acetate mixture as eluant (7-3). 1.03 g of expected product is obtained, M.p.=109° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05180741
Source datasetuspto-grants-1993_01
ORD IDord-c3dcad01213c4bd6936e86a04ea57da0
Source noteuspto-grants-1993_01