Organic Syntheses, CV 3, 806
Submitted by John R. Johnson and Oliver Grummitt.
Checked by Nathan L. Drake and Stuart Haywood.
1. Procedure
In a
500-ml. round-bottomed flask,
21 g. (0.1 mole) of benzil and
21 g. (0.1 mole) of dibenzyl ketone (Note
1) are dissolved in
150 ml. of hot ethanol. The flask is fitted with a
reflux condenser, the temperature of the solution is raised nearly to the boiling point, and a solution of
3 g. of potassium hydroxide in
15 ml. of ethanol is added slowly in two portions through the condenser. When the frothing has subsided the mixture is refluxed for 15 minutes and then cooled to 0°. The dark crystalline product is filtered with suction and washed with three
10-ml. portions of 95% ethanol. The product melts at
218–220° and weighs
35–37 g. (
91–96%) (Note
2).
2. Notes
2. This product is sufficiently pure for most purposes. It may be crystallized from a mixture of
ethanol and
benzene, using 155–160 ml. solvent for 5 g. of
tetraphenylcyclopentadienone; the melting point of the recrystallized material is
219–220°.
3. Discussion
This preparation is referenced from:
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