Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Ethylhexyl bromide | HCID 86804 | — |
| Reactant | HCID 178442827 | HCID 178442827 | — |
| Product | HCID 70496115 | HCID 70496115 | 21.3% |
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 (1.91 g, 3.0 mmol), 3-bromomethyl-heptane (1.54 g, 8.0 mmol), Cs2CO3 (2.93 g, 9.0 mmol) and then purged with argon for 10 minutes before 100 mL of dimethylformamide (DMF) was added. The mixture was heated at 60° C. overnight and then cooled to room temperature. Dichloromethane (50 mL) was added. The organic layer was washed with water (50 mL for 3 times) and 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) as the eluent and weighed 0.55 g (overall yield: 21.3% from 4-dodecyl-thiophene-2-carbonitrile 3) after being dried.
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-69a07db314a341b9ac32ec83c0118224 |
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| Source note | uspto-grants-2013_12 |
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