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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 5-(7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde | HCID 86641778 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-cyano-3-[5-(7-dibutylamino-9H-fluoren-2-yl)-thiophen-2-yl]-acrylic acid | HCID 66762166 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08203068B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-08b9b57452ec417c83c96c71f031521e |
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| Source note | uspto-grants-2012_06 |
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