Trimethylacetamide → 2-tert-Butyl-4-(4-fluorophenyl)oxazole

Participants

Reaction Steps

Stir a mixture of 2-bromo-4′-fluoroacetophenone (100 g, 460 mmol) and 2,2-dimethylpropionamide (93.06 g, 20 mmol) in 1,4-dioxane (600 mL) at reflux for 2 days. Filter the reaction mixture and concentrate the filtrate under reduced pressure. Subject the residue to silica gel chromatography, eluting with 60:1 hexane:ethyl acetate to provide 55 g (55%) of the desired compound.

Provenance & Evidence