반응 #45859

반응 방정식

tetra(n-butyl)ammonium fluoride

tetrahydrofuran

5-bromomethyl-2-cyclopropyl-7-fluoro-6-phenyl-1,3-benzoxazole-4-carbonitrile

→

compound

수율 59.4%

2-Cyclopropyl-7-fluoro-5-fluoromethyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

수율 59.4%

용매

water

반응 조건

후처리

1. 1
   기타The solvent was evaporated away under reduced pressure
2. 2
   기타the resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane

실험 절차

Under nitrogen atmosphere at 0° C., tetra(n-butyl)ammonium fluoride (1.0 M tetrahydrofuran solution) (1.50 ml, 1.50 mmol) was added to a tetrahydrofuran (12 ml) solution of 5-bromomethyl-2-cyclopropyl-7-fluoro-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-292) (426 mg, 1.15 mmol), followed by stirring with cooling with water for 1.5 hours. The solvent was evaporated away under reduced pressure, then the resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane:ethyl acetate=4:1, v/v) to obtain the entitled compound (212 mg, 59%) as a colorless oil.

출처