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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
Reactant2-Bromo-6-nitrobenzonitrileHCID 24971988—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Nitro-6-cyclopropylbenzonitrileHCID 68296405109.9%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321740B2
Source datasetuspto-grants-2016_04
ORD IDord-1b1d10b94dab494992f606472c1216e2
Source noteuspto-grants-2016_04