Sodium Hydroxide → HCID 22708182, compound

HRID 353190Notes

Reaction equation

HRID 353190 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][N:6]([CH2:13][C:14]1[CH:30]=[CH:29][C:17]([O:18][C:19]([CH3:28])([CH3:27])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[CH:16][CH:15]=1)[CH2:7][C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)C.[OH-].[Na+]>C(O)C>[C:4]([CH2:5][N:6]([CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][C:19]([CH3:28])([CH3:27])[C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])=[CH:29][CH:30]=1)[CH2:7][C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)([OH:31])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22708250HCID 22708250, compound

Product 1

HCID 22708182HCID 22708182, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22.01 g (51.00 mmol) of the compound from Example III-15 are stirred at 80° C. in 785 ml of ethanol in the presence of 6.12 g (153.00 mmol) of sodium hydroxide for 1 hour. The solvent is distilled off and water is added, and the mixture is then acidified using 1 N hydrochloric acid and extracted with ethyl acetate. The extract is then washed with water and saturated sodium chloride solution and dried over magnesium sulphate. The amount of solvent is reduced and the product is then filtered off with suction and dried, giving the target compound in a yield of 74%.

Workup

  1. distillationThe solvent is distilled off
  2. additionwater is added
  3. extractionextracted with ethyl acetate
  4. washThe extract is then washed with water and saturated sodium chloride solution
  5. dry with materialdried over magnesium sulphate
  6. filtrationthe product is then filtered off with suction
  7. customdried
  8. customgiving the target compound in a yield of 74%

Sources & evidence

ORD record
ord-287b2bd9e1d749c1a4df731c322da7f4
Source dataset
uspto-grants-2004_06
Patent number
US06750236B2

Reaction notes

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