HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914403Generated: October 31, 2026
Dimethylformamide → 4'-Methyl-2-nitro-1,1'-biphenyl
https://huagongshe.com/reaction/1914403
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Bromo-2-nitrobenzene | HCID 11341 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4'-Methyl-2-nitro-1,1'-biphenyl | HCID 10443194 | 81.5% |
Reaction Steps
A mixed solution of 10 g of 2-bromonitrobenzene, 8.2 g of 4-methylphenylboronic acid, 25.4 g of tripotassium phosphate, 3.9 g of tetrabutylammonium bromide, 270 mg of palladium acetate and 150 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 3 hours. The solution was cooled to room temperature and 100 ml of water was poured into the solution, followed by extraction with 150 ml of ethyl acetate. The organic layer was washed twice with 100 ml of water, dried over magnesium sulfate and then evaporated. The concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 8.6 g of 2-(4-methylphenyl)nitrobenzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08610345B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-b65ad1b26c404272befc9ab2a9d3344b |
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| Source note | uspto-grants-2013_12 |
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