Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221172Generated: October 31, 2026

Piperidine → 2-cyano-3-[5-(7-dibutylamino-9H-fluoren-2-yl)-thiophen-2-yl]-acrylic acid

https://huagongshe.com/reaction/221172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantCyanoacetic acidHCID 9740—
Reactant5-(7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehydeHCID 86641778—
SolventAcetonitrileHCID 6342—
Product2-cyano-3-[5-(7-dibutylamino-9H-fluoren-2-yl)-thiophen-2-yl]-acrylic acidHCID 66762166—

Reaction Conditions

Temperature90 °C

Reaction Steps

Under N2 atmosphere, 0.18 parts of 5-(7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde (12a), 0.05 parts of cyanoacetic acid, and 0.017 parts of piperidine were added into acetonitrile, followed by stirring and mixing. Then, the reaction mixture was heated to 90° C. and reacted for 6 hours. After the reaction mixture was cooled to room temperature, the reaction mixture was filtrated to obtain a solid. Then, the solid was washed with water, ether, and acetonitrile sequentially to obtain a dark red solid. Finally, this crude was purified with column chromatography method by using dichloromethane/methanol co-solvent as an eluent, to obtain a compound (13a) of the present example. This compound was in a form of a dark red solid, and the yield of this compound was 73%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08203068B2
Source datasetuspto-grants-2012_06
ORD IDord-08b9b57452ec417c83c96c71f031521e
Source noteuspto-grants-2012_06