Acetone → 4-(2,6-Dimethylphenyl)-3-buten-2-one

HRID 980855Notes

Reaction equation

HRID 980855 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[CH:4]=O.[CH3:11][C:12]([CH3:14])=[O:13].[OH-].[Ca+2].[OH-]>O>[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[CH:4]=[CH:11][C:12](=[O:13])[CH3:14]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5838412,6-DimethylbenzaldehydeHCID 6093208Calcium Hydroxide

Product 1

HCID 542926874-(2,6-Dimethylphenyl)-3-buten-2-oneYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

13,4 g (0,1 mol) of 2,6-dimethylbenzaldehyde, 100 ml of acetone, 100 ml of water and 2 g of calcium hydroxide are mixed together and refluxed for about 20-25 h with agitation. The precipitate is filtered off from the cold reaction mixture. 1 l of ice water is added to the filtrate with agitation. The product is crystallized at a yield of about 90%. M.p. of the recrystallized product: 34°-35° C.

Workup

  1. temperaturerefluxed for about 20-25 h with agitation
  2. filtrationThe precipitate is filtered off from the cold reaction mixture
  3. addition1 l of ice water is added to the filtrate with agitation
  4. customThe product is crystallized at a yield of about 90%
  5. custom34°-35° C.

Sources & evidence

ORD record
ord-13296bd757be46a7a45ec1531c1dd8d5
Source dataset
uspto-grants-1987_01
Patent number
US04639464

Reaction notes

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