Réaction #10412

Équation de réaction

benzoylhydrazinecarboxylic acid tert-butyl ester

N-chlorosuccinimide

→

chloro-benzoylhydrazinecarboxylic acid tert-butyl ester

Solvants

ethyl acetate

acetic acid

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source