Sodium Hydroxide → HCID 58906964, compound

HRID 1295104Notes

Reaction equation

HRID 1295104 reaction equation
C([O:3][C:4](=[O:42])[C:5]([CH3:41])([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([C:24]2[N:25]([CH3:39])[N:26]=[C:27]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)[CH:28]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])=[CH:10][C:9]=1[CH3:40])[CH3:6])C.[OH-].[Na+]>CCO>[CH3:41][C:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([C:24]2[N:25]([CH3:39])[N:26]=[C:27]([C:29]3[CH:30]=[CH:31][C:32]([C:35]([F:38])([F:36])[F:37])=[CH:33][CH:34]=3)[CH:28]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])=[CH:10][C:9]=1[CH3:40])([CH3:6])[C:4]([OH:42])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58906992HCID 58906992, compound

Product 1

HCID 58906964HCID 58906964, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of example 104 (320 mg, 0.5 mmol) in EtOH (20 mL) was added excess of a 1N NaOH solution and the mixture was stirred at 50° C. for 2 h. The reaction was cooled, evaporated to dryness, the residue taken up with water, neutralized with 1N HCl to pH 7 and then extracted with CH2Cl2. The organic layer was dried over Na2SO4, filtered and the solvent removed under vacuum to afford the title compound as an oil (150 mg, 50%).

Workup

  1. temperatureThe reaction was cooled
  2. customevaporated to dryness
  3. extractionextracted with CH2Cl2
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-696de836f46246e4bbccb6c0c98a4e9b
Source dataset
uspto-grants-2007_07
Patent number
US07241793B2

Reaction notes

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