Boron tribromide → HCID 73035483, compound

Participants

Reaction Steps

To a stirred solution of 20 mg 3-butyl-2-(3-fluoro-4-methoxyphenyl)-2-cyclopenten-1-one oxime (Example 40) in 5 ml dichloromethane, was added 0.5 ml 1.0 M boron tribromide in hexane at 0° C. under inert atmosphere. The reaction mixture was stirred for 2 hours, poured into saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and filtered. Then the filtrate was concentrated under reduced pressure and purified by column chromatography (silica gel, hexane/ethyl acetate=2:1) to yield 11 mg 3-butyl-2-(3-fluoro-4-hydroxyphenyl)-2-cyclopenten-1-one oxime. Spectral data for Example 41 are provided along with the melting point in Table 4.

Provenance & Evidence