Triethylamine → HCID 18473809, compound

Participants

Reaction Steps

1.03 g of 4-acetoxycinnamic acid and 0.61 g of 3-(methylaminomethyl)pyridine were dissolved in 5 ml dimethylformamide, and then stirred with 0.90 ml diethylphosphoryl cyanide and subsequently with 0.75 ml triethylamine on ice for 2 hours. After addition of water, the reaction mixture was extracted with ethyl acetate, washed with brine, and then dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give a residue, which was then purified via column chromatography on silica gel (dichloromethane:methanol=30:1) to provide 4[(E)-2-[N-methyl-N-(3-pyridylmethyl)carbamoyl]ethenyl]phenyl acetate (1.50 g).

Provenance & Evidence