Triethylamine → HCID 86063601, compound

Participants

Reaction Steps

Add propane-2-sulfonic acid (5-chloro-2-nitrophenyl)amide (10 g, 35.7 mmol), phenylacetylene (5.9 mL, 53.6 mmol) and triphenylphosphine (0.46 g, 1.78 mmol) to a solution of triethylamine (25 mL, 178.5 mmol) in dry THF (25 mL) and flush the system with nitrogen. Add dichlorobis(triphenylphosphine)palladium(1) (0.625 g, 0.89 mmol) and copper (I) iodide (0.17 g, 0.89 mmol) to this stirring mixture. Heat the reaction to reflux for 4 h. Cool to RT and concentrate to a slurry. Filter the crude material through a plug of silica gel using EtOAc as the eluting solvent. Concentrate the filtrate and crystallize the title compound from EtOAc-hexanes (7.9 g, 64%).

Provenance & Evidence