Phosphorus oxychloride → Isohexane ethyl acetate
反応式
[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([F:19])=[C:8]([C:10]2[CH:15]=[CH:14][N+:13]([O-])=[C:12]([C:17]#[N:18])[CH:11]=2)[CH:9]=1)[CH3:2].P(Cl)(Cl)([Cl:22])=[O:21]>>[C:4]([O:3][CH2:1][CH3:2])(=[O:21])[CH3:5].[CH3:5][CH2:6][CH2:7][CH:8]([CH3:10])[CH3:9].[Cl:22][C:14]1[N:13]=[C:12]([C:17]#[N:18])[CH:11]=[C:10]([C:8]2[CH:9]=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=[CH:6][C:7]=2[F:19])[CH:15]=1参加物
4
実験手順
A mixture of 4-(5-ethoxy-2-fluoro-phenyl)-1-oxido-pyridin-1-ium-2-carbonitrile (which may be prepared as described in Description 112) (5.1 g, 19.75 mmol) in phosphorus oxychloride (50 mL) was heated to reflux under nitrogen for 2 hrs. The POCl3 was evaporated and toluene was added and then evaporated. Ethyl acetate and satd. aq. NaHCO3 were added and the product was extracted into ethyl acetate (3×200 ml). The extracts were dried (Na2SO4) and concentrated. Chromatography (silica gel, ethyl acetate/isohexane) on this crude material gave 6-chloro-4-(5-ethoxy-2-fluoro-phenyl)pyridine-2-carbonitrile (D113) as a white solid;