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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478706Generated: October 30, 2026

Hydrochloric Acid → 3-(4-Methyl-indan-1-ylidene)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/478706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPiperidineHCID 8082—
ReactantOxindoleHCID 321710—
Reactant4-Methyl-1-indanoneHCID 4418431—
SolventDimethylformamideHCID 6228—
Product3-(4-Methyl-indan-1-ylidene)-1,3-dihydroindol-2-oneHCID 5701474944.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 0.5 g 4-methyl-1-indanone, 1.37 g oxindole and 3 ml piperidine in 5 ml dimethylforamide was heated in a sealed tube at 130° C. for 3 days to yield a reddish-black suspension. The mixture was added to 1N hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with brine dried over magnesium sulfate and concentrated. The resulting solid was precipitated from ethyl acetate/hexanes (2×) followed by methylene chloride/hexanes to afford 400 mg of 3-(4-methyl-indan-1-ylidene)-1,3-dihydroindol-2-one as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642251B1
Source datasetuspto-grants-2003_11
ORD IDord-12d91fa561b9402c8a7c6dc2da5955c3
Source noteuspto-grants-2003_11