Reaction #816386

Reaction equation

KCN

benzoyl chloride

water methylene chloride

benzo(f)chinolin

→

3-cyano-4-benzoyl-3,4-dihydrobenzo(f)chinoline

Solvents

water

methylene chloride

Conditions

Workup

1. 1
   OtherThe organic phase was separated
2. 2
   Washwashed with water, 5% hydrochloric acid, water, 5% NaOH solution
3. 3
   DryingAfter drying over magnesium sulfate
4. 4
   Otherthe solution was evaporated to dryness

Procedure

648 μl (5.58 mmol) benzoyl chloride was added to a two phase system of water/methylene chloride over a period of two hours. These two layers contain 500 mg (2.79 mmol) of benzo(f)chinolin in the methylene chloride layer and 545 mg (8.37 mmol) KCN in water. Stirring was continued for 6 hours. The organic phase was separated and washed with water, 5% hydrochloric acid, water, 5% NaOH solution, and again with water. After drying over magnesium sulfate, the solution was evaporated to dryness.

Source