Reaktion #10412

Reaktionsgleichung

benzoylhydrazinecarboxylic acid tert-butyl ester

N-chlorosuccinimide

→

chloro-benzoylhydrazinecarboxylic acid tert-butyl ester

Lösungsmittel

ethyl acetate

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with saturated NaHCO3, water, and brine
2. 2
   TrocknenThe organic layer is dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   EinengenThe filtrate is concentrated under vacuum
5. 5
   Sonstigepurified via flash column chromatography (ethyl acetate/hexanes)

Vorschrift

To a solution of a benzoylhydrazinecarboxylic acid tert-butyl ester (Example 7) in acetic acid (5 mL) is added N-chlorosuccinimide (1.2 eq.). After 1 hour, the reaction mixture is diluted with ethyl acetate and washed with saturated NaHCO3, water, and brine. The organic layer is dried over MgSO4 and filtered. The filtrate is concentrated under vacuum and purified via flash column chromatography (ethyl acetate/hexanes) to afford the corresponding chloro-benzoylhydrazinecarboxylic acid tert-butyl ester.

Quelle