Propiolic Acid → Propynoic acid-(4-prop-1-ynylphenyl)amide

Participants

Reaction Steps

1.2 g (5.86 mmol) of DCC is added to a solution of 375 mg (5.35 mmol) of propynoic acid in 10 mL of dichloromethane at 0° C. and the mixture is stirred for 30 minutes. Then 0.7 g (5.35 mmol) of 4-prop-1-ynylphenylamine dissolved in dichloromethane is slowly added dropwise and the mixture is stirred for 2 hours again at 0° C. The reaction mixture is then filtered through CELITE® filter aid and the filtrate is evaporated down. The purification is carried out by column chromatography on silica gel (eluant: dichloromethane/ethanol (40:1)). Yield: 0.7 g (71.4% of theory); C12H9NO (M=183.21); calc.: molecular ion peak (M+H)+: 184; found: molecular ion peak (M+H)+: 184; Rf value: 0.65 (silica gel, dichloromethane/ethanol/acetic acid 20:1).

Provenance & Evidence