HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631879Generated: October 30, 2026
Potassium Phosphate, Tribasic → 2-Nitro-6-cyclopropylbenzonitrile
https://huagongshe.com/reaction/631879
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | 2-Bromo-6-nitrobenzonitrile | HCID 24971988 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Nitro-6-cyclopropylbenzonitrile | HCID 68296405 | 109.9% |
Reaction Steps
2-Bromo-6-nitrobenzonitrile (0.56 g), cyclopropyl boronic acid (0.63 g), palladium (II) acetate (0.055 g), tricyclohexylphosphine (0.135 g) and potassium phosphate tribasic (2.36 g) were dissolved in a mixture of toluene (15 mL) and water (3 mL). The mixture was heated at 100° C. under nitrogen for 18 hours. The mixture was cooled and then partitioned between water and DCM. The organic solution was separated, dried with magnesium sulfate, filtered and the solvent was removed under vacuum. The residue was purified by flash chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane. The fractions containing the desired product were combined and evaporated to give the title compound as a light yellow solid (0.51 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321740B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-1b1d10b94dab494992f606472c1216e2 |
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| Source note | uspto-grants-2016_04 |
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