Sodium Hydroxide → HCID 17755504, compound

HRID 721596Notes

Reaction equation

HRID 721596 reaction equation
[OH-].[Na+].C([O:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[C:28]3[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[CH:14][CH:13]=1)(=O)C1C=CC=CC=1.[Cl-].[NH4+]>CO>[CH3:30][O:29][C:26]1[CH:27]=[C:28]2[C:23](=[CH:24][C:25]=1[O:31][CH3:32])[N:22]=[CH:21][N:20]=[C:19]2[O:18][C:15]1[CH:16]=[CH:17][C:12]([OH:11])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 21890851HCID 21890851, compound

Product 1

HCID 17755504HCID 17755504, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Methanol (5 ml) and sodium hydroxide (0.2 g) were added to 4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl benzoate (500 mg), and the mixture was stirred at 0° C. for 30 min. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with chloroform, followed by washing with saturated brine. The extract was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. Methanol was added to the residue, and the precipitated crystal was collected by filtration and was washed to give the title compound (350 mg, yield 95%).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washby washing with saturated brine
  3. dry with materialThe extract was then dried over anhydrous sodium sulfate
  4. customThe solvent was removed by distillation under the reduced pressure
  5. additionMethanol was added to the residue
  6. filtrationthe precipitated crystal was collected by filtration
  7. washwas washed

Sources & evidence

ORD record
ord-f55d62e89a0a4b19954db0b2c0f2ac63
Source dataset
uspto-grants-2006_11
Patent number
US07135466B2

Reaction notes

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