HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600161Generated: October 25, 2026
Dimethylformamide → 1,3,6-Tri(4-methylphenyl)pyrene
https://huagongshe.com/reaction/600161
Participants
| Role | Name | HCID | Charge |
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| 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
A mixed solution of 2 g of the above-mentioned 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 while stirred under nitrogen gas stream at a temperature of 130° C. for 9 hours. After cooling the mixed solution to room temperature, 800 ml of water was injected thereinto to extract therefrom with 200 ml of dichloromethane. The organic layer was washed twice with 100 ml of water, dried by magnesium sulfate and thereafter concentrated by evaporation. The organic layer was purified by silica gel column chromatography and thereafter vacuum dried under a temperature of 70° C. to obtain 1.8 g of 1,3,6-tri(4-methylphenyl)pyrene as pale-yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07901794B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-0d6aab9930a54f03800ebe17ab49de3d |
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| Source note | uspto-grants-2011_03 |
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