Réaction #65147

Équation de réaction

3,3-dimethyl-1,2-cyclopropanedicarboxylic acid anhydride

methylhydrazine

→

titled compound

Rendement 27.4%

(±)-3,7,7-Trimethyl-3,4-diazabicyclo[4.1.0]heptane-2,5-dione

Rendement 27.4%

Solvants

ethyl alcohol

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was heated
2. 2
   Températureunder reflux for 16 hours
3. 3
   AutreThe solvent was removed by distillation under reduced pressure
4. 4
   Autrethe residue was purified by silica gel column chromatography
5. 5
   AutreRecrystallization from ethyl acetate/hexane

Mode opératoire

In 5 ml of ethyl alcohol were added 949 mg (6.77 mmol) of 3,3-dimethyl-1,2-cyclopropanedicarboxylic acid anhydride and 0.36 ml (6.77 mmol) of methylhydrazine, and the mixture was heated under reflux for 16 hours. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography. Recrystallization from ethyl acetate/hexane afforded 312 mg (27.3%) of the titled compound.

Source