HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965883Generated: October 30, 2026
Toluene → 5-(7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde
https://huagongshe.com/reaction/1965883
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Formyl-2-thiopheneboronic acid | HCID 2773430 | — |
| Reactant | (7-bromo-9H-fluoren-2-yl)-dibutyl amine | HCID 59325934 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde | HCID 86641778 | — |
Reaction Steps
Under N2 atmosphere, 0.37 parts of (7-bromo-9H-fluoren-2-yl)-dibutyl amine (11), 0.19 parts of 5-formyl-2-thiopheneboronic acid, 0.41 parts of potassium carbonate, and 0.16 parts of PdCl2(dppf) were added into 5 parts of toluene and 5 parts of CH3OH, followed by stirring and mixing. Then, the reaction mixture was heated to 60° C. and reacted for 18 hours. After the reaction mixture was quenched by water, using the diethyl ether to extract the product, and magnesium sulfate was used for dehydration. After removing the solvent, the residual was purified with chromatography method column by using dichloromethane/hexane co-solvent as an eluent, to obtain a compound (12a) of the present example. This compound was in a form of a tangerine solid, and the yield of this compound was 61%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08419808B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-d74ca7c5d40c4def994e9e7e16f9f8c7 |
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| Source note | uspto-grants-2013_04 |
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