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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172678Generated: November 2, 2026

Tricyclohexylphosphine → HCID 68772045, compound

https://huagongshe.com/reaction/1172678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclohexylphosphineHCID 75806—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68772045HCID 68772045—

Reaction Conditions

Temperature100 °C

Reaction Steps

500 mg commercially available 2-Bromo-4-fluorobenzonitrile, 70 mg tricyclohexylphosphine, 2.04 g tri potassium phosphate mono hydrate and 278 mg cyclopropylboronic acid placed in a reaction vessel and 11 ml toluene were added. The mixture was degassed with argon, then 561 mg palladium(II)acetate were added and the reaction mixture stirred at 100° C. for 1.5 hours. To the cooled reaction mixture was added 30 ml water and the mixture was extracted five times with portions of 30 ml ethyl acetate. The combined organic layers were dried over MgSO4, the solvent removed in vacuo and the resulting residue purified on silica gel with the eluent heptane=>n-heptane:ethyl acetate=5:1 to obtain 310 mg 2-Cyclopropyl-4-fluoro-benzonitrile as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834030B2
Source datasetuspto-grants-2010_11
ORD IDord-b5895b7cdbcf4e6da036df2c8b96195c
Source noteuspto-grants-2010_11