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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707538Generated: October 31, 2026

Ethylenediamine → 6-Cyano-2-octyl-indanone

https://huagongshe.com/reaction/1707538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantDimethylformamideHCID 6228—
Reactant6-Bromo-2-octyl-1-indanoneHCID 20095061—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
Product6-Cyano-2-octyl-indanoneHCID 1896149655.7%

Reaction Conditions

Temperature160 °C

Reaction Steps

Subsequently, 150 g (4.7×10-1M) of 6-bromo-2-octyl-1-indanone, 62.3 g (7.0×10-1M) of CuCN and 800 ml of dimethylformamide (DMF) were placed in a 2 liter-reaction vessel, followed by stirring for 6 hours at 160° C. After the reaction, the reaction mixture was cooled and poured into 3 liter of water and 100 ml of ethylenediamine was added, followed by extraction with ethyl acetate. The organic layer was washed with water, followed by drying with anhydrous magnesium sulfate and distilling-off of the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography (eluent: n-hexane/chloroform=1/1) to obtain 69.6 g of 6-cyano-2-octyl-1-indanone (Yield: 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05354501
Source datasetuspto-grants-1994_10
ORD IDord-32260335b70f400a84835d84d56da0fa
Source noteuspto-grants-1994_10