Sodium Hydroxide → HCID 66881765, compound

HRID 1893557Notes

Reaction equation

HRID 1893557 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[CH3:16])[N:12]([CH2:17][CH3:18])[C:11](=[O:19])[CH2:10][CH2:9]2)=[O:5])C.[OH-].[Na+]>CO>[CH2:17]([N:12]1[C:13]2[C:8](=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[C:15]([CH3:16])[CH:14]=2)[CH2:9][CH2:10][C:11]1=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66880526HCID 66880526, compound

Product 1

HCID 66881765HCID 66881765, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (9.54 g, 36.5 mmol) obtained in step C was dissolved in methanol (100 ml), 1N sodium hydroxide (100 ml) was added at room temperature with stirring, and the mixture was stirred at the same temperature overnight. The reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (160 ml) was added, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained solid was washed with a diisopropyl ether-isopropanol mixed solvent, and dried under reduced pressure to give the title compound (8.17 g, yield 96%) as a colorless solid.

Workup

  1. stirringthe mixture was stirred at the same temperature overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (160 ml)
  3. additionwas added
  4. extractionthe solution was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationThe insoluble material was filtered off
  8. concentrationthe solution was concentrated under reduced pressure
  9. washThe obtained solid was washed with a diisopropyl ether-isopropanol mixed solvent
  10. customdried under reduced pressure

Sources & evidence

ORD record
ord-9151011c94414ad8bc35c5e0fd3b16cd
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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