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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490786Generated: October 27, 2026

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

https://huagongshe.com/reaction/490786

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 (b) (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 numberUS07528167B2
Source datasetuspto-grants-2009_05
ORD IDord-3fe82cce85a548b6a1decef4096f02d3
Source noteuspto-grants-2009_05