tert-Butanol → 4-(4-Trifluoromethylbenzyloxy)-2-picoline-N-oxide

Participants

Reaction Conditions

Reaction Steps

11.2 g (100 mmol) of potassium tert.-butoxide are added under an N2 atmosphere at 25° C. to 25 ml (183 mmol) of 4-trifluoromethylbenzyl alcohol. 7.2 g (50 mmol) of 4-chloro-2-picoline-N-oxide are subsequently added dropwise, then 10 ml of tert.-butanol are added, and the mixture is stirred for 1 hour at 25° C. and for 30 minutes at 75°-80° C. Water is then added and the mixture is extracted three times using dichloromethane, the extracts are dried and concentrated, and the residue is chromatographed on silica gel using dichloromethane/methanol. The product is obtained from the corresponding fractions, m.p. 113°-115° C.

Provenance & Evidence