Réaction #49907

Équation de réaction

HCl

allyl iodide

N'-t-butyl-N,N'-dibenzoylhydrazine

sodium hydride

→

N-allyl-N'-t-butyl-N,N'-dibenzoylhydrazine

Solvants

water

DMF

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was warmed to 60° C.
2. 2
   workup.STIRRINGstirred for 2 hours
3. 3
   Extractionthe product extracted into methylene chloride (50 ml)
4. 4
   LavageThe methylene chloride layer was washed with water (5×20 ml)
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   Autrethe methylene chloride removed under vacuum

Mode opératoire

To a stirred solution of N'-t-butyl-N,N'-dibenzoylhydrazine (3 g, 0.011M) in DMF (30 ml) at room temperature under nitrogen was added portionwise sodium hydride (60% oil dispersion) (0.5 g, 0.012M). The mixture was stirred at room temperature for 0.5 hours, and then allyl iodide (1.8 g, 0.01M) was added dropwise. The reaction mixture was warmed to 60° C. and stirred for 2 hours. The mixture was then diluted with water (50 ml), neutralized with 10% HCl and the product extracted into methylene chloride (50 ml). The methylene chloride layer was washed with water (5×20 ml), dried over anhydrous magnesium sulfate and the methylene chloride removed under vacuum to afford N-allyl-N'-t-butyl-N,N'-dibenzoylhydrazine as an oil.

Source