Réaction #49913

Équation de réaction

benzoylchloride

sodium hydroxide

sodium hydroxide

cyclohexenylcarbonyl chloride

sodium hydroxide

t-butylhydrazine hydrochloride

→

N'-t-butyl-N-cyclohexenylcarbonyl-N'-benzoylhydrazine

Solvants

hexane

toluene

hexane

toluene

Conditions de réaction

Traitement

1. 1
   Températuresimultaneously so as to maintain the reaction temperature below 10° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   Températureto warm to room temperature
4. 4
   Autrethe solid product isolated by filtration
5. 5
   Températurecooled on ice
6. 6
   workup.STIRRINGwhile stirring
7. 7
   workup.ADDITIONAfter addition
8. 8
   workup.STIRRINGthe mixture was stirred for 1/2 hour

Mode opératoire

To a stirred suspension of t-butylhydrazine hydrochloride (0.86 g, 0.007M) in toluene (30 ml) was added 50% sodium hydroxide (0.55 g, 0.007M). After 15 minutes, the mixture was cooled to 5° C. and cyclohexenylcarbonyl chloride (1.0 g, 0.007M) and 50% sodium hydroxide (0.55 g, 0.007M) were added separately and simultaneously so as to maintain the reaction temperature below 10° C. After the addition, the reaction mixture was allowed to warm to room temperature and stirred for 1 hour. The mixture was diluted with hexane and the solid product isolated by filtration. This product (1.2 g, 0.006M) was dissolved in toluene (30 ml) and cooled on ice while stirring. To this mixture was added benzoylchloride (1.0 g, 0.007M) and 50% sodium hydroxide (1.3 g, 0.007M) simultaneously. After addition, the mixture was stirred for 1/2 hour, diluted with hexane and the solid product, N'-t-butyl-N-cyclohexenylcarbonyl-N'-benzoylhydrazine, was isolated by filtration.

Source