Sodium Hydroxide → HCID 58135259, compound

HRID 1893534Notes

Reaction equation

HRID 1893534 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][N:6]([CH2:20][C:21]([O:23]CC)=[O:22])[C:7]1[CH:12]=[C:11]([C:13]2[N:17]=[C:16]([CH3:18])[O:15][N:14]=2)[CH:10]=[CH:9][C:8]=1[CH3:19])C.[OH-].[Na+]>CO.O1CCCC1>[CH3:19][C:8]1[CH:9]=[CH:10][C:11]([C:13]2[N:17]=[C:16]([CH3:18])[O:15][N:14]=2)=[CH:12][C:7]=1[N:6]([CH2:5][C:4]([OH:26])=[O:3])[CH2:20][C:21]([OH:23])=[O:22]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 66880630HCID 66880630, compound

Product 1

HCID 58135259HCID 58135259, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound (10.32 g, 28.56 mmol) obtained in step A was dissolved in a methanol (100 ml)-tetrahydrofuran (40 ml) mixed solvent. 1N sodium hydroxide (110 ml) was added with stirring at room temperature, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (150 ml) was added, and the precipitated solid was filtered, washed with water, and dried under reduced pressure to give the title compound (8.64 g, yield 99%) as a colorless solid.

Workup

  1. additionmixed solvent
  2. stirringthe mixture was stirred at the same temperature for 3 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (150 ml)
  4. additionwas added
  5. filtrationthe precipitated solid was filtered
  6. washwashed with water
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-00489c7a6ffd4096971257a6f95eb715
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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