Ethyl ketone → 2-Cyclohexen-1-one, 2,5,6-trimethyl-

HRID 65803

Reaction equation

HRID 65803 reaction equation
CO[CH:3]([CH3:7])[CH2:4][CH:5]=[O:6].[CH2:8]([C:10]([CH2:12]C)=O)[CH3:9].[CH3:14][O-].[Na+]>CO>[CH3:14][C:4]1[C:5](=[O:6])[CH:8]([CH3:9])[CH:10]([CH3:12])[CH2:7][CH:3]=1

Participants

5

Reactant 3

HCID 7288Ethyl ketoneHCID 980403-MethoxybutyraldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 892642-Cyclohexen-1-one, 2,5,6-trimethyl-Yield 56%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

102 g of β-methoxybutyraldehyde is dripped in the course of one hour into a mixture of 500 g of diethyl ketone and 10 g of a 30% solution of sodium methylate in methanol which is boiling under reflux. The whole is then heated for another hour under reflux. The reaction mixture is processed as described in Example 2. 77 g of 2,5,6-trimethyl-2-cyclohexen-1-one is obtained, i.e. a 56% yield with reference to β-methoxybutyraldehyde.

Workup

  1. temperatureunder reflux
  2. temperatureThe whole is then heated for another hour
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-9c14c87cead5429790577056f90c7ce5
Source dataset
uspto-grants-1978_12
Patent number
US04128728

Linked notes

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