Sodium Hydroxide → HCID 86754479, compound

HRID 618154Notes

Reaction equation

HRID 618154 reaction equation
C([O:3][C:4](=[O:45])[CH2:5][C@@H:6]([CH2:34][CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[NH:38][CH:37]=1)[NH:7][C:8](=[O:33])[CH2:9][N:10]([C:14](=[O:32])[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[C:19]=1[NH2:31])[CH:11]1[CH2:13][CH2:12]1)C.[OH-].[Na+]>CCO.CCOC(C)=O>[C:24]([C:20]1[C:19]([NH2:31])=[C:18]([CH2:17][CH2:16][CH2:15][C:14]([N:10]([CH:11]2[CH2:13][CH2:12]2)[CH2:9][C:8]([NH:7][C@H:6]([CH2:34][CH2:35][C:36]2[C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[NH:38][CH:37]=2)[CH2:5][C:4]([OH:45])=[O:3])=[O:33])=[O:32])[CH:23]=[CH:22][N:21]=1)([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86754480HCID 86754480, compound

Product 1

HCID 86754479HCID 86754479, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Ester 8-1 (223 mg, 0.36 mmol) was dissolved in 4 mL EtOH, then 1 N NaOH (0.90 mL, 0.90 mmol) was added. After a few hours the reaction was diluted with EtOAc, extracted with water and the pH of the aq. phase was adjusted to 1 with 10% KHSO4. The aqueous layer was extracted with EtOAc (2x), the combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated, providing 8-2 as an oil.

Workup

  1. extractionextracted with water
  2. extractionThe aqueous layer was extracted with EtOAc (2x)
  3. washthe combined organic layers were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-aae61eaea7ed425d966aa02657dc36ae
Source dataset
uspto-grants-1999_09
Patent number
US05952306

Reaction notes

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