Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58434872 | HCID 58434872 | — |
| Reactant | HCID 178442827 | HCID 178442827 | — |
| Product | HCID 86668273 | HCID 86668273 | 21.7% |
Reaction Steps
A 100 mL flask was charged with 3,6-bis-(4-dodecyl-thiophen-2-yl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 4 (4.3 g, 6.75 mmol), 5-iodomethyl-undecane (6.22 g, 21.0 mmol), Cs2CO3 (7.82 g, 24.0 mmol) and then purged with argon for 10 minutes before 150 mL of dimethylformamide (DMF) was added. The mixture was heated at 60° C. for 36 hours, then at 90° C. for 8 hours, and cooled to room temperature before 200 mL of hexane was added. The organic layer was washed with water (200 mL, 3 times), then dried over anhydrous Na2SO4. Black solids were obtained after removal of the solvent and precipitation from methanol. The product was purified by column with dichloromethane/hexane (v/v: 2/1 with Rf=0.25) as the eluent and weighed 1.43 g (21.7% yield from 4-dodecyl-thiophene-2-carbonitrile 3) after drying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598450B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-65c7a45833a84c02bb46578beef9864d |
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| Source note | uspto-grants-2013_12 |
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