Sodium Hydroxide → HCID 19020760, compound

HRID 1109510Notes

Reaction equation

HRID 1109510 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:38])[CH:12]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=2)[CH2:13][C:14]([C:16]2[N:17](S(C3C=CC=CC=3)(=O)=O)[CH:18]=[CH:19][CH:20]=2)=[O:15])=[CH:7][CH:6]=1>CC(C)=O>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11](=[O:38])[CH:12]([C:30]2[CH:31]=[CH:32][C:33]([O:36][CH3:37])=[CH:34][CH:35]=2)[CH2:13][C:14]([C:16]2[NH:17][CH:18]=[CH:19][CH:20]=2)=[O:15])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19020768HCID 19020768, compound

Product 1

HCID 19020760HCID 19020760, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

30 ml of 1N aqueous solution of sodium hydroxide was added to a suspension of Compound 1 (3.0 g) according to Example 1 in acetone (60 ml), and the mixture was heated under reflux for 16 hours with stirring. After cooling, the acetone was removed by evaporation under reduced pressure and the resulting residue was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure to give 1.90 g (87.6%) of 1,2-di-(4-methoxyphenyl)-4-(2-pyrrolyl)-1,4-butanedione (Compound 10).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 16 hours
  3. temperatureAfter cooling
  4. customthe acetone was removed by evaporation under reduced pressure
  5. additionthe resulting residue was diluted with water
  6. extractionextracted with ethyl acetate
  7. washThe extract was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-8452441f046e4e97b1cc441abd496c3b
Source dataset
uspto-grants-1994_06
Patent number
US05321041

Reaction notes

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