2,2,2-Trifluoroethanol → 4-Methyl-2-nitro-1-(2,2,2-trifluoroethoxy)benzene

Participants

Reaction Conditions

Reaction Steps

2,2,2-Trifluoroethanol (60 g, 0.6 mol) was added dropwise to a stirred mixture of sodium hydride (12 g of a 60% dispersion, 0.3 mol) in 500 mL of DMF. After stirring for 20 minutes, 4-chloro-3-nitrotoluene (51.3 g, 0.3 mol) was added and the reaction heated at 150° C. for 16 hours. The reaction was cooled, poured into ice cold 5% HCl. The resulting precipitate was collected by filtration, dried to give 64 g of 5-methyl-2-(2,2,2-trifluoroethoxy)nitrobenzene.

Provenance & Evidence