Sodium Hydroxide → HCID 10297696, compound

HRID 2213334Notes

Reaction equation

HRID 2213334 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([C:16]2[S:20][C:19]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)=[N:18][C:17]=2[CH3:31])[CH3:15])=[CH:9][C:8]=1[CH3:32])C.[OH-].[Na+]>CO>[CH3:32][C:8]1[CH:9]=[C:10]([O:13][CH:14]([C:16]2[S:20][C:19]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)=[N:18][C:17]=2[CH3:31])[CH3:15])[CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([OH:33])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10116630HCID 10116630, compound

Product 1

HCID 10297696HCID 10297696, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of example 4 (0.105 g) in methanol (15 mL) was treated with 2N NaOH (0.5 mL) and the mixture heated to reflux for 20 minutes. The cooled reaction was concentrated and the residue diluted with water (20 mL) 2N hydrochloric acid was added and the resulting suspension extracted with dichloromethane (20 mL). The organic extract was dried over MgSO4 and concentrated to give the title compound as a yellow solid.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 20 minutes
  3. customThe cooled reaction
  4. concentrationwas concentrated
  5. additionthe residue diluted with water (20 mL) 2N hydrochloric acid
  6. additionwas added
  7. extractionthe resulting suspension extracted with dichloromethane (20 mL)
  8. extractionThe organic extract
  9. dry with materialwas dried over MgSO4
  10. concentrationconcentrated

Sources & evidence

ORD record
ord-52031d960a924c258170264d7116b05d
Source dataset
uspto-grants-2006_09
Patent number
US07105551B2

Reaction notes

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