HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Tetrachloride → Diethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Tetrachloride | HCID 5943 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (NE)-N-[[6-bromo-7-[diethoxyphosphoryl(difluoro)methyl]quinolin-2-yl]methylidene]hydroxylamine | HCID 136390154 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Diethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate | HCID 86638326 | — |
Reaction Conditions
| Temperature | 100 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927526B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-f9cac2bc9f2b44329eaee9ff4e4da441 |
| Source note | uspto-grants-2015_01 |