Sodium Hydroxide → HCID 86745269, compound

HRID 1460411Notes

Reaction equation

HRID 1460411 reaction equation
C[O:2][C:3](=[O:16])[CH:4]([S:11][CH2:12][CH2:13][CH2:14][CH3:15])[NH:5][C:6](=[O:10])[CH:7]([CH3:9])[CH3:8].[OH-].[Na+]>CO>[CH2:12]([S:11][CH:4]([C:3]([OH:16])=[O:2])[NH:5][C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86745270HCID 86745270, compound

Product 1

HCID 86745269HCID 86745269, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Compound (25) (7.7 g; 30 mmol) in methanol (70 ml), 1N sodium hydroxide solution (33 ml; 33mmol)) was added under cooling, and the resultant mixture was stirred at the same temperature for 1 hour and at room temperature for 4 hours, followed by concentration. The residue was washed with ether. The aqueous layer was adjusted to pH 3 with citric acid under cooling and saturated with sodium chloride, followed by extraction with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated to give Compound (26) as an oil (4.2 g; yield, 59%).

Workup

  1. temperatureunder cooling
  2. concentrationfollowed by concentration
  3. washThe residue was washed with ether
  4. temperatureunder cooling and saturated with sodium chloride
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe extract was washed with a saturated aqueous sodium chloride solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-7f6218b473244535b79ac9e1c26ddf83
Source dataset
uspto-grants-1991_12
Patent number
US05071636

Reaction notes

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