Sodium Hydroxide → HCID 20231627, compound

HRID 2290668Notes

Reaction equation

HRID 2290668 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][C:5]1[CH:25]=[CH:24][C:8]([O:9][CH2:10][CH:11]2[O:15][C:14]3[CH:16]=[CH:17][C:18]([C:21](=[O:23])[CH3:22])=[C:19]([OH:20])[C:13]=3[CH2:12]2)=[C:7]([CH2:26][CH2:27][CH3:28])[CH:6]=1.[OH-].[Na+]>C1COCC1>[C:3]([CH2:4][C:5]1[CH:25]=[CH:24][C:8]([O:9][CH2:10][CH:11]2[O:15][C:14]3[CH:16]=[CH:17][C:18]([C:21](=[O:23])[CH3:22])=[C:19]([OH:20])[C:13]=3[CH2:12]2)=[C:7]([CH2:26][CH2:27][CH3:28])[CH:6]=1)([OH:29])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20231626HCID 20231626, compound

Product 1

HCID 20231627HCID 20231627, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 6 (600 mg, 1.51 mmoles) was taken up in THF (5 ml) to which was added 1N NaOH (4 ml). The reaction mixture was stirred at room temperature. The THF was removed in vacuo and the residue was diluted with H2O and extracted with CHCl3. The aqueous phase was acidified with conc. HCl and extracted with CHCl3. The organic extract was dried and concentrated in vacuo. The title compound was crystallized from ether/hexane.

Workup

  1. customThe THF was removed in vacuo
  2. additionthe residue was diluted with H2O
  3. extractionextracted with CHCl3
  4. extractionextracted with CHCl3
  5. extractionThe organic extract
  6. customwas dried
  7. concentrationconcentrated in vacuo
  8. customThe title compound was crystallized from ether/hexane

Sources & evidence

ORD record
ord-418e0768956f48a98fde8ac714fd2d55
Source dataset
uspto-grants-1986_10
Patent number
US04617407

Reaction notes

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