HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912381Generated: October 27, 2026
Potassium Phosphate, Tribasic → 4-Methyl-3-nitro-1,1'-biphenyl
https://huagongshe.com/reaction/912381
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Bromo-5-nitrotoluene | HCID 81577 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methyl-3-nitro-1,1'-biphenyl | HCID 12909826 | 185.2% |
Reaction Steps
To a DMF solution (5.0 ml) of 4-bromo-2-methyl-1-nitro-benzene (500 mg), palladium acetate (10.4 mg), S-Phos (38.0 mg) and potassium phosphate (983 mg), phenylboronic acid-pinacol ester (496 mg) was added, and then the mixture was degassed under ultrasonic irradiation. After the mixture was stirred at 100° C. for 18 hours, water (20 ml) was added, followed by extraction with ethyl acetate (20 ml×2), and the organic layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (hexane/ethyl acetate=100/1), to obtain the desired compound (457 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022205B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-865d8174ed804dada130866b4b33ce92 |
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| Source note | uspto-grants-2011_09 |
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