Sodium Hydroxide → HCID 19884802, compound

HRID 846227Notes

Reaction equation

HRID 846227 reaction equation
[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:28])[CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26]C)=[O:25])=[CH:15][CH:14]=2)=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[OH:34])(=[O:3])[CH3:2].[OH-].[Na+]>C1COCC1>[C:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:28])[CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:15][CH:14]=2)=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[OH:34])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 67916683HCID 67916683, compound

Product 1

HCID 19884802HCID 19884802, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 44, Step B (1.0 g, 2.055 mmole) was dissolved in THF (10 ml). To this solution was added 1N NaOH (4.1 ml). The reaction mixture was stirred at room temperature for two hours. Additional 1N NaOH was added and stirring continued for two hours. The THF solution was removed and the aqueous portion diluted with water and extracted with ether. The aqueous layer was acidified with concentrated HCl, extracted with chloroform, dried and evaporated. Trituration of the residue with ether/methanol afforded the title compound; m.p. 130°-132°.

Workup

  1. stirringstirring
  2. waitcontinued for two hours
  3. customThe THF solution was removed
  4. additionthe aqueous portion diluted with water
  5. extractionextracted with ether
  6. extractionextracted with chloroform
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-757ba5dc513f4398bfad12e408b80131
Source dataset
uspto-grants-1992_08
Patent number
US05135940

Reaction notes

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