Thionyl Chloride → 2-Ethenylbenzoyl chloride

HRID 864745

Reaktionsgleichung

Reaktionsgleichung von HRID 864745
[CH:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6])=[CH2:2].S(Cl)([Cl:14])=O>>[CH:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([Cl:14])=[O:6])=[CH2:2]

Komponenten

3

Versuchsvorschrift

Reaction of 2-ethenylbenzoic acid with thionyl chloride affords 2-ethenylbenzoyl chloride, which on reaction with diethylamine, affords 2-ethenyl-N,N-diethylbenzamide. Reaction of the latter with s-butyl lithium and reaction of the resulting lithium salt with sulfur dioxide followed by sodium hydroxylamine-O-sulfonate affords 2-ethenyl-6-aminosulfonyl-N,N-diethylbenzamide, which, on heating in glacial acetic acid, affords 4-ethenylsaccharin.

Quellen und Nachweise

ORD-Eintrag
ord-adb126183444477e98a4abaa52c7e6d3
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05563163

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