Phenylacetylene → 4-Phenyl-1-[[3-(trifluoromethyl)phenyl]methyl]-1H-1,2,3-triazole

Participants

Reaction Steps

Route B: Phenylacetylene (0.409 g, 4 mmol) and 3-(trifluoromethyl)benzyl azide (0.805 g, 4.00 mmol) were dissolved in 4:1 t-BuOH/H2O (25 ml) and then treated sequentially with a 1M aq. solution of CuSO4 (0.200 ml, 0.200 mmol) followed by solid sodium ascorbate (0.079 g, 0.400 mmol). The sample was stirred at r.t. for 4 h. during which time a precipitate formed. The sample was quenched with 10 mL of 10% NH4OH aq. and the solid was isolated by filtration. The solid was washed with water and dried under vacuum, giving 4 (1.112 g, 3.67 mmol, 92% yield) as a white solid.

Provenance & Evidence