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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060765Generated: October 26, 2026

Hydrochloric Acid → 3-(3-Methylindan-1-ylidene)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/1060765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPiperidineHCID 8082—
Reactant3-Methyl-indan-1-oneHCID 259560—
ReactantOxindoleHCID 321710—
SolventDimethylformamideHCID 6228—
Product3-(3-Methylindan-1-ylidene)-1,3-dihydroindol-2-oneHCID 5703440513.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 0.5 g of 3-methyl-1-indanone, 1.37 g oxindole and 5 ml piperidine in 3 ml of dimethylforamide was heated in a sealed tube at 130° C. overnight to yield a reddish-brown suspension. The mixture was added to 1N hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with brine, dried with magnesium sulfate and concentrated. Chromatography afforded 120 mg of 3-(3-methylindan-1-ylidene)-1,3-dihydroindol-2-one as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525072B1
Source datasetuspto-grants-2003_02
ORD IDord-c77a6c46092244b4b3df3a1cf9dbe9b7
Source noteuspto-grants-2003_02