Acetone → o-Anisalacetone

HRID 2198946Notes

Reaction equation

HRID 2198946 reaction equation
[OH-].[Na+].[CH3:3][C:4]([CH3:6])=[O:5].[CH:7](=O)[C:8]1[C:9]([O:14][CH3:15])=[CH:10][CH:11]=[CH:12][CH:13]=1>O>[CH:7](=[CH:3][C:4](=[O:5])[CH3:6])[C:8]1[C:9]([O:14][CH3:15])=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 86582-MethoxybenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 139181o-Anisalacetone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

O-Anisalacetone is prepared by adding 70 ml of 10% aqueous sodium hydroxide to 7.7 moles of acetone, 280 ml of water, and 2.8 moles of o-anisaldehyde, slowly with cooling to maintain the temperature in the range of 25°-31° C. Another 2 hours stirring followed by acidification, separation of layers, dehydration with acid in benzene at reflux, and finally distillation at reduced pressure gives the crude o-anisalacetone.

Workup

  1. temperatureslowly with cooling
  2. temperatureto maintain the temperature in the range of 25°-31° C
  3. customfollowed by acidification, separation of layers, dehydration with acid in benzene
  4. temperatureat reflux
  5. distillationfinally distillation at reduced pressure

Sources & evidence

ORD record
ord-34f33ae1b6f24c3ebc02a3a06ce4b31e
Source dataset
uspto-grants-1982_11
Patent number
US04360532

Reaction notes

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