(2Z)-2-(3,4-dimethoxyphenyl)-3-[5-(3-nitrophenyl)furan-2-yl]prop-2-enenitrile → (Z)-3-[5-(3-amino-phenyl)-furan-2-yl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile

Participants

Reaction Steps

Acetic acid (300 mL) was added to Compound 21 (1.00 g) to form suspension. Zinc powder (3.47 g) was added to the suspension, followed by stirring at room temperature for 4 hours. The reaction mixture was subjected to filtration by use of a celite pad, and the celite pad was washed with chloroform. The filtrate (acetic acid-chloroform solution) was evaporated to dryness. The residue was purified by silica gel column chromatography (chloroform-methanol), to thereby yield the target product (yield: 184 mg, 24%).

Provenance & Evidence