Chlorosuccinimide → 4-Chloro-N-hydroxybenzimidoyl chloride
Reaktionsgleichung
FC1C=CC(C=O)=CC=1.[Cl:10][C:11]1[CH:19]=[CH:18][C:14](/[CH:15]=[N:16]\[OH:17])=[CH:13][CH:12]=1.[Cl:20]N1C(=O)CCC1=O>CN(C=O)C>[OH:17]/[N:16]=[C:15](\[Cl:20])/[C:14]1[CH:18]=[CH:19][C:11]([Cl:10])=[CH:12][CH:13]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of (E)- and/or (Z)-4-chloro-benzaldehyde oxime 4-fluorobenzaldehyde (27.0 g, 173 mmol) in DMF (173 mL) was added N-chlorosuccinimide (22.8 g, 173 mmol) portionwise over 1 h, keeping the temperature below 35° C. The reaction mixture was stirred at room temperature for 1 h. The mixture was then poured onto ice-water, and extracted with ethyl acetate. The combined organic layers were then washed with water and brine, dried over sodium sulfate and evaporated to afford the title compound (28.4 g, 86%) which was obtained as a light yellow solid. MS: m/e=189.1 [M]+.