Reacción #1328403

ord-4e487b3cec564faea8c88468adbf93de

Ecuación de reacción

O=C1c2ccccc2-c2ccccc21
9-Fluorenone
NN.O
hydrazine monohydrate
Cl
hydrochloric acid
NN=C1c2ccccc2-c2ccccc21
9-fluorenone hydrazone
Rendimiento 74.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroequipped with a reflux condenser and a mechanical stirrer
  2. 2
    Temperaturathe mixture was refluxed for one hour
  3. 3
    Filtraciónthe crude solid product was harvested by filtration
  4. 4
    LavadoThe solid was washed with isopropanol
  5. 5
    Otrorecrystallized from dioxane

Procedimiento

9-Fluorenone (200 g, 1.1 mol, from Aldrich, Milwaukee, Wis.) and hydrazine monohydrate (160 ml, 3.3 mol, from Aldrich, Milwaukee, Wis.) were dissolved in 1000 ml of 2-propanol in a 2000 ml 2-neck round bottom flask equipped with a reflux condenser and a mechanical stirrer. Concentrated hydrochloric acid (4 ml) was then added, and the mixture was refluxed for one hour. The mixture was cooled slowly to room temperature, and the crude solid product was harvested by filtration. The solid was washed with isopropanol and then recrystallized from dioxane to obtain 150 g (74% yield) of 9-fluorenone hydrazone.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07115347B2uspto-grants-2006_10