Sodium Hydroxide → HCID 12421252, compound

HRID 261523Notes

Reaction equation

HRID 261523 reaction equation
[O:1]=[C:2]([CH:6]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])=[CH:10][CH:9]=1)[CH3:7])[C:3](N)=[O:4].[OH-:24].[Na+]>>[O:1]=[C:2]([CH:6]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])=[CH:10][CH:9]=1)[CH3:7])[C:3]([OH:24])=[O:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 1287692-Oxo-3-[4-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]butanamide

Product 1

HCID 12421252HCID 12421252, compound

Procedure

A mixture of 2-oxo-3-[4-(1-oxo-2-isoindolinyl)phenyl] butanamide (0.30 g) and 10% aqueous sodium hydroxide solution (10 ml) is refluxed for 1 hour. After cooling the reaction mixture is washed with chloroform. The aqueous layer is acidified with diluted hydrochloric acid. The acidified layer is extracted with chloroform and the chloroform layer is washed with water, dried (Na2SO4) and evaporated. The residue is recrystallized from ethyl acetate to give colorless scales (0.23 g, 76%).

Workup

  1. temperatureis refluxed for 1 hour
  2. temperatureAfter cooling the reaction mixture
  3. washis washed with chloroform
  4. extractionThe acidified layer is extracted with chloroform
  5. washthe chloroform layer is washed with water
  6. dry with materialdried (Na2SO4)
  7. customevaporated
  8. customThe residue is recrystallized from ethyl acetate
  9. customto give colorless scales (0.23 g, 76%)

Sources & evidence

ORD record
ord-9316c60c4ef94c52b183e8116380caea
Source dataset
uspto-grants-1979_08
Patent number
US04166125

Reaction notes

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