Sodium Hydroxide → HCID 58424937, compound

HRID 2409412Notes

Reaction equation

HRID 2409412 reaction equation
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]([CH2:7][N:8]2[C:17]3[CH:18]=[CH:19][C:20]([C:22]([O:24]CC)=[O:23])=[CH:21][C:16]=3[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:9]2=[O:27])=[CH:5][CH:4]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:17]3[CH:18]=[CH:19][C:20]([C:22]([OH:24])=[O:23])=[CH:21][C:16]=3[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:9]2=[O:27])=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58424929HCID 58424929, compound

Product 1

HCID 58424937HCID 58424937, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (200 mg, 0.51 mmol) prepared in step 3 of Example 5 was dissolved in methanol, added with 1 N sodium hydroxide (5 ml). The resulting mixture was refluxed for 18 hours cooled to room temperature. The mixture was concentrated under reduced pressure and added with water. Water layer was acidified with 1 N hydrochloric acid and extracted with ethylacetat. The organic layer was dried over anhydrous magnesium sulfate and concentrated to dryness. With no separate purification process, title compound (140 mg, yield: 76%, white solid) was obtained.

Workup

  1. temperatureThe resulting mixture was refluxed for 18 hours
  2. concentrationThe mixture was concentrated under reduced pressure
  3. additionadded with water
  4. extractionextracted with ethylacetat
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated to dryness
  7. customWith no separate purification process

Sources & evidence

ORD record
ord-03971471761f416fb3fc8da21d5ec4ad
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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