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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1107980Generated: October 30, 2026

Water → HCID 22247294, compound

https://huagongshe.com/reaction/1107980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 22247351HCID 22247351—
ReactantHCID 178418260HCID 178418260—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 22247294HCID 2224729470.3%

Reaction Conditions

Temperature190 °C

Reaction Steps

1-Octyl-5-bromo-6-methyl-7-nitroindoline (4.0 g) was dissolved in N-methylpyrrolidone (40 ml), and copper cyanide (1.9 g) was added, which was followed by stirring at 190° C. for 1 hr. Ethyl acetate (100 ml) and water (100 ml) were added to the reaction mixture. The insoluble matter was filtered off. The ethyl acetate layer was washed with water and dried over anhydrous sodium sulfate. Ethyl acetate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5-1/3) to give 2.4 g of oily 1-octyl-5-cyano-6-methyl-7-nitroindoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063806
Source datasetuspto-grants-2000_05
ORD IDord-9d6690f40951450eb906e4bc409cfbc4
Source noteuspto-grants-2000_05