Reaktion #1328403

ord-4e487b3cec564faea8c88468adbf93de

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeequipped with a reflux condenser and a mechanical stirrer
  2. 2
    Temperaturthe mixture was refluxed for one hour
  3. 3
    Filtrationthe crude solid product was harvested by filtration
  4. 4
    WaschenThe solid was washed with isopropanol
  5. 5
    Sonstigerecrystallized from dioxane

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07115347B2uspto-grants-2006_10