HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027323Generated: November 1, 2026
Dichloromethane → 1-(3-t-Butylphenyl)-6-(4-methylphenyl)pyrene
https://huagongshe.com/reaction/1027323
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-(3-(tert-Butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 22240137 | — |
| Reactant | 1-Bromo-6-(4-methylphenyl)pyrene | HCID 86101361 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3-t-Butylphenyl)-6-(4-methylphenyl)pyrene | HCID 86643024 | 81.7% |
Reaction Steps
Next, a mixed solution of 4.6 g of 1-bromo-6-(4-methylphenyl)pyrene, 4.9 g of 2-(3-t-butylphenyl)-4,4,5,5-tetramethyl 1,3,2-dioxaborolane, 8.0 g of tripotassium phosphate, 306 mg of PdCl2(dppf).CH2Cl2 and 75 ml of deaerated dimethylformamide was heated with stirring under a nitrogen gas flow at 100° C. for 6 hours. After cooling to room temperature, 100 ml of water was injected, followed by extraction with 100 ml of dichloromethane. The organic layer was washed twice with 50 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 4.3 g of 1-(3-t-butylphenyl)-6-(4-methylphenyl)pyrene.
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-d8980f36b56f42aea53219552aa6cbc0 |
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| Source note | uspto-grants-2014_05 |
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