Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523132Generated: October 30, 2026

Carbon Tetrachloride → Diethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate

https://huagongshe.com/reaction/523132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantTriphenylphosphineHCID 11776—
Reactant(NE)-N-[[6-bromo-7-[diethoxyphosphoryl(difluoro)methyl]quinolin-2-yl]methylidene]hydroxylamineHCID 136390154—
SolventAcetonitrileHCID 6342—
ProductDiethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonateHCID 86638326—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of diethyl[(6-bromo-2-[(E)-(hydroxyimino)methyl]quinolin-7-yl)(difluoro)methyl]phosphonate (520 mg, 1.189 mmol) in acetonitrile (30 mL) at room temperature were added triphenylphosphine (1.248 g, 4.76 mmol) and carbon tetrachloride (230 μL, 2.383 mmol). The reaction mixture was stirred at 100° C. for 1 hour. It was concentrated to dryness in vacuo, pre-adsorbed in silica gel for flash chromatography eluting with ethyl acetate in toluene (20% to 30%) to afford diethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334295B2
Source datasetuspto-grants-2016_05
ORD IDord-603eabe4ba384ac2b99fed69472043c7
Source noteuspto-grants-2016_05