Reacción #49910

ord-ea48877fd4e144e58c745cf0f1a5dad6

Ecuación de reacción

O=C(Cl)c1ccccc1
benzoylchloride
[Na+].[OH-]
sodium hydroxide
[Na+].[OH-]
sodium hydroxide
O=C(Cl)C1CCCCC1
cyclohexanecarbonylchloride
[Na+].[OH-]
sodium hydroxide
CC(C)(C)NN.Cl
t-butylhydrazine hydrochloride
CC(C)(C)N(NC(=O)C1CCCCC1)C(=O)c1ccccc1
N'-t-butyl-N-cyclohexylcarbonyl-N'-benzoylhydrazine

Condiciones de reacción

Temperatura
5°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturasimultaneously so as to maintain the reaction temperature below 10° C
  2. 2
    workup.ADDITIONAfter the addition
  3. 3
    Temperaturato warm to room temperature
  4. 4
    Otrothe solid product isolated by filtration
  5. 5
    Temperaturacooled on ice
  6. 6
    workup.ADDITIONAfter addition
  7. 7
    workup.STIRRINGthe mixture was stirred for 1/2 hour

Procedimiento

To a stirred suspension of t-butylhydrazine hydrochloride (2.0 g, 0.016M) in toluene (30 ml) was added 50% sodium hydroxide (1.3 g, 0.016M). After 15 minutes, the mixture was cooled to 5° C. and cyclohexanecarbonylchloride (2.4 g, 0.016M) and 50% sodium hydroxide (1.3 g, 0.016M) 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 (1.5 g, 0.008M) was dissolved in a stirred mixture of toluene (30 ml) and cooled on ice. To this mixture was added benzoylchloride (1.1 g, 0.008M) and 50% sodium hydroxide (0.6 g, 0.008M) simultaneously. After addition, the mixture was stirred for 1/2 hour, diluted with hexane and the solid product, N'-t-butyl-N-cyclohexylcarbonyl-N'-benzoylhydrazine, isolated by filtration.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05424333uspto-grants-1995_06