Reaction #1876817

Reaction equation

Sodium hydroxide

2-acetamidobenzophenone

→

2-hydroxy-4-phenylquinoline

Solvents

ethanol

Conditions

Workup

1. 1
   TemperatureThe mixture was heated
2. 2
   Temperatureto reflux for 3 hours
3. 3
   Concentrationconcentrated
4. 4
   workup.ADDITIONWater and methylene chloride were added
5. 5
   Otherto form a white precipitate
6. 6
   FiltrationThe solid was collected by vacuum filtration
7. 7
   Washwashed with methylene chloride

Procedure

Sodium hydroxide (5 M, 1.8 g, 43.9 mmol) was added to a mixture of 2-acetamidobenzophenone (10.5 g, 43.9 mmol) in ethanol (439 mL). The mixture was heated to reflux for 3 hours, then cooled to room temperature and concentrated. Water and methylene chloride were added while stirring to form a white precipitate. The solid was collected by vacuum filtration and washed with methylene chloride to yield 2-hydroxy-4-phenylquinoline.

Source