Water → HCID 262615, compound

HRID 1252973Notes

Reaction equation

HRID 1252973 reaction equation
[CH:1](=O)[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[OH2:11].[OH-:12].[Na+]>CC(C)=O>[CH:1]([C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:4][C:5](=[O:12])[CH3:6])=[CH:4][CH:3]=1)=[CH:1][C:2](=[O:11])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 12173TerephthalaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 262615HCID 262615, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Terephthalaldehyde (10 g) was dissolved in acetone (200 ml) and the solution was added dropwise with stirring into a mixture of water (2.5 1), ice (1.5 kg) and 10 percent aqueous sodium hydroxide solution (20 ml). The mixture was stirred at room temperature for 3 days and then the yellow solid was removed by filtration. The crude product was taken up into ethyl acetate (1 1) and dried over sodium sulfate. Removal of the drying agent by filtration and evaporation of the filtrate gave 1,4-bis(but-1-ene-3-one-1-yl)benzene (12.2 g, 76%) as a yellow solid, mp 155° C.

Workup

  1. additionthe solution was added dropwise
  2. customthe yellow solid was removed by filtration
  3. dry with materialdried over sodium sulfate
  4. customRemoval of the drying agent
  5. filtrationby filtration and evaporation of the filtrate

Sources & evidence

ORD record
ord-b248cf0c669b43a096c5a971cf117354
Source dataset
uspto-grants-1988_05
Patent number
US04746350

Reaction notes

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