Ethyl Acetate → HCID 21941645, compound

Participants

Reaction Steps

103 mg of (−)-6-[4-(5-fluoro-2-hydroxy-3-nitrophenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)valeroyl-amino]-4-methyl-2,3-benzoxazin-1-one in 5 ml of tetrahydrofuran and 1 ml of acetic acid are stirred for 2.5 hours with 300 mg of iron, mixed with 0.5 ml of orthoformic acid triethyl ester and ethyl acetate, suctioned off and concentrated by evaporation after standing for 4 hours at room temperature. The residue is dissolved in ethyl acetate and mixed with 0.05 ml of orthoformic acid. After 20 hours at room temperature, 72 mg of (+)-6-[4-(5-fluorobenzoxazol-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)valeroylamino]-4-methyl-2,3-benzoxazin-1-one is suctioned off. MS, flash point 276–277° C., (+)-enantiomer with [α]D+53.0° (c=0.25, THF).

Provenance & Evidence