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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882756Generated: November 2, 2026

1,3-Indandione → 2-(3,4-dichlorobenzylidene)-1H-indene-1,3(2H)-dione

https://huagongshe.com/reaction/1882756

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-IndandioneHCID 11815—
Reactant3,4-DichlorobenzaldehydeHCID 22710—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product2-(3,4-dichlorobenzylidene)-1H-indene-1,3(2H)-dioneHCID 751491385%

Reaction Steps

To a solution of indan-1,3-dione (1a) (960 mg, 6.6 mmol) in EtOH (8.2 mL) was added 3,4-dichlorobenzaldehyde (1b) (1.3 g, 7.2 mmol) followed by piperidine (3 drops). The reaction mixture was heated to reflux for 30 min. After cooling, the reaction was diluted with EtOH (8 mL) and the precipitate was filtered. The resulting solid was triturated twice with EtOH and dried under high vacuum to give 2-(3,4-dichloro-benzylidene)-indane-1,3-dione (1c) (1.7 g, 82% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06759409B2
Source datasetuspto-grants-2004_07
ORD IDord-655d8fbc7ddf4fce94a14bad664f9a19
Source noteuspto-grants-2004_07