Reaction #1328403

Reaction equation

9-Fluorenone

hydrazine monohydrate

hydrochloric acid

→

9-fluorenone hydrazone

Yield 74.0%

Solvents

2-propanol

Conditions

Workup

1. 1
   Otherequipped with a reflux condenser and a mechanical stirrer
2. 2
   Temperaturethe mixture was refluxed for one hour
3. 3
   Filtrationthe crude solid product was harvested by filtration
4. 4
   WashThe solid was washed with isopropanol
5. 5
   Otherrecrystallized from dioxane

Procedure

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.

Source