Water → o-Anisalacetone

HRID 2046438Notes

Reaction equation

HRID 2046438 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[OH-:11].[Na+].O.[C:14]1([CH3:20])C=CC=C[CH:15]=1>CC(C)=O.O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[CH:15][C:14](=[O:11])[CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 86582-MethoxybenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 139181o-Anisalacetone

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Conditions

Temperature
65 °C

Procedure

2-Methoxy-benzaldehyde (5 g, 36 mmol) was suspended in a mixture of acetone/water (5 ml/5 ml). A 1% aqueous solution of sodium hydroxide (10 ml) was slowly added to the reaction mixture. The reaction mixture was heated to 65° C. and stirred for 1.5 h. The reaction mixture was cooled to ambient temperature, water (20 ml) and toluene (20 ml) were added to the flask. The organic phase was separated, washed with brine and dried with MgSO4. The solution was filtered and the solvent removed in vacuo to give the required product as a yellow powder. The title compound was used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customThe organic phase was separated
  3. washwashed with brine
  4. dry with materialdried with MgSO4
  5. filtrationThe solution was filtered
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-b1809285b1004a7c97fe74c2c185ec5d
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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