Tetrahydrofuran → HCID 69638210, compound

HRID 11872Notes

Reaction equation

HRID 11872 reaction equation
[C:1]([N:8]([CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([C:27]([O:29]C)=[O:28])=[CH:19][CH:18]=1)[CH2:9][C:10]1[N:11]([CH3:15])[CH:12]=[CH:13][N:14]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+].C1COCC1>CO>[C:1]([N:8]([CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([C:27]([OH:29])=[O:28])=[CH:19][CH:18]=1)[CH2:9][C:10]1[N:11]([CH3:15])[CH:12]=[CH:13][N:14]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 69638113HCID 69638113, compound

Product 1

HCID 69638210HCID 69638210, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 74-2 (1.0526 g) was dissolved in methanol (10 ml), and 1 N aqueous solution of sodium hydroxide (10 ml) and THF (10 ml) were added. The mixture was stirred for 2.5 hours. Part of the solvent was removed by distillation while adding water to the reaction solution. After adjusting the pH to 6, the water layer was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, the solvent was removed by distillation, and the residue was dried under vacuum to obtain the title compound (0.8551 g) as a pale yellow solid.

Workup

  1. customPart of the solvent was removed by distillation
  2. additionwhile adding water to the reaction solution
  3. extractionthe water layer was extracted with chloroform
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. customthe solvent was removed by distillation
  6. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-b85bed97867047cf9ea39fa5d22c1896
Source dataset
uspto-grants-2006_08
Patent number
US07098215B2

Reaction notes

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