Water → 4,4'-(1-(4-Fluorophenyl)-1H-pyrrole-2,5-diyl)dianiline

To a solution of 1-(4-fluorophenyl)-2,5-bis(4-nitrophenyl)-1H-pyrrole (1.017 g, 2.496 mmol) in ethanol (15 mL) and THF (15 mL) was added iron powder (0.836 g, 14.98 mmol) followed by ammonium chloride (0.401 g, 7.49 mmol) and water (3.75 mL). The reaction mixture was refluxed for 45 minutes. The reaction mixture was slurry filtered through diatomaceous earth and washed with ethanol. The combined filtrates were concentrated, and the residue purified by column chromatography (gradient elution from 30% to 50% EtOAc:hexanes) to provide 1.09 g (77%) of the title compound.

1. temperatureThe reaction mixture was refluxed for 45 minutes
2. filtrationfiltered through diatomaceous earth
3. washwashed with ethanol
4. concentrationThe combined filtrates were concentrated
5. customthe residue purified by column chromatography (gradient elution from 30% to 50% EtOAc:hexanes)

ORD-Eintrag

ord-6bda67cb055046168484cac3a1c739ee

Quelldatensatz

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08937150B2