HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027319Generated: October 26, 2026
Dimethylformamide → 1,3,6-Tri(4-methylphenyl)pyrene
https://huagongshe.com/reaction/1027319
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | 1,3,6-Tribromopyrene | HCID 3015969 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,3,6-Tri(4-methylphenyl)pyrene | HCID 86628591 | 167.2% |
Reaction Steps
Next, a mixed solution of 2.0 g of 1,3,6-tribromopyrene, 2.5 g of 4-methylphenylboronic acid, 5.8 g of tripotassium phosphate, 0.88 g of tetrabutylammonium bromide, 61 mg of palladium acetate and 137 ml of deaerated dimethylformamide was heated with stirring under a nitrogen gas flow at 130° C. for 9 hours. After cooling to room temperature, 800 ml of water was injected, followed by extraction with 200 ml of dichloromethane. The organic layer was washed twice with 100 ml of water, dried over magnesium sulfate and then evaporated. The resultant concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 1.8 g of 1,3,6-tri(4-methylphenyl)pyrene as a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729530B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-e068d6f8c028407fb4c7585fa03d15f9 |
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| Source note | uspto-grants-2014_05 |
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