Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Reactant | 4-Bromotoluene | HCID 7805 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4'-Methyl-3-nitro-1,1'-biphenyl | HCID 643523 | — |
Reaction Steps
Under an inert atmosphere was added 3-nitrobenzene boronic acid (6.3 mmol) and sodium carbonate (11.6 mmol) to water (8 mL), toluene (8 mL) and ethanol (8 mL) and stirred for 5 minutes. p-Bromotoluene (5.8 mmol) and tetrakis(triphenylphosphine)palladium (0.3 mmol) added and heated to 70° C. for 7 hours. Concentrated under reduced pressure and extracted into chloroform (3×20 mL). The organics were then washed with 10% sodium bicarbonate (10 mL), water (10 mL) and brine (10 mL) before drying over sodium sulfate, filtering and evaporating to dryness. The residue was then purified by column chromatography and taken onto the next stage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07482469B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-dc9b3b22ce6c451fa0ea7edc00434982 |
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| Source note | uspto-grants-2009_01 |
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