Pyridine → 7-Propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl trifluoromethanesulfonate

Participants

Reaction Steps

To a solution of 6-hydroxy-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole (500 mg, 2.04 mmol) in dry CH2Cl2 was added pyridine (0.82 mL, 10.2 mmol) at 0° C. under N2. Tf2O was then added dropwise to the reaction mixture and the resulting mixture stirred for 30 min. 1N NaOH was added and the mixture extracted with CH2Cl2. Combined organic extracts were washed with brine, dried over Na2SO4 and the solvent evaporated in vacuo. The residue was purified by chromatography on silica gel using ethyl acetate and hexane (10:90) to give the title compound.

Provenance & Evidence