Benzaldehyde → 2,6-Bis(benzylidene)cyclohexanone

HRID 253197Notes

Reaction equation

HRID 253197 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]1(=[O:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[OH-].[K+]>C(O)C>[CH:1](=[C:10]1[CH2:11][CH2:12][CH2:13][C:14](=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 7967CyclohexanoneHCID 14797Potassium Hydroxide

Product 1

HCID 953362,6-Bis(benzylidene)cyclohexanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 0.67 M solution of the benzaldehyde (20.0 mmol) and cyclohexanone (10.0 mmol) in ethanol (15 ml) is added 10 ml 40% KOH at 10° C. After stirring for 12-24 hr at room temperature, the solution is diluted and filtered. The precipitate is recrystallized from ethanol to afford 2,6-dibenzalcyclohexanone and its derivatives.

Workup

  1. additionthe solution is diluted
  2. filtrationfiltered
  3. customThe precipitate is recrystallized from ethanol

Sources & evidence

ORD record
ord-706b8b0b80b744b7bbcc6b03032c7aad
Source dataset
uspto-grants-2011_01
Patent number
US07872029B2

Reaction notes

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