Potassium Hydroxide → HCID 15839198, compound

HRID 2119431Notes

Reaction equation

HRID 2119431 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][CH:12]([C:17]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:18])[C:13]([O:15]C)=[O:14])[N:4]=1.[OH-].[K+]>O1CCOCC1>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][CH:12]([C:17]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH3:18])[C:13]([OH:15])=[O:14])[N:6]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 15839197HCID 15839197, compound

Product 1

HCID 15839198HCID 15839198, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

1.8 g (4.4 mmol) of methyl 2-(4,6-dimethoxy-2-pyrimidinyloxy)-3,3-diphenylbutyrate were dissolved in 25 ml of dioxane, and 26.5 ml (26.5 mmol) of a 1M KOH solution were added, and the mixture was stirred at 90° C. for 6 hours. The mixture was then concentrated, taken up in water and extracted three times with ethyl acetate. The combined organic phases were dried over MgSO4 and evaporated. The residue was recrystallized from ethanol. 1.12 g (65%) of 2-(4,6-dimethoxy-2-pyrimidinyloxy)-3,3-diphenylbutyric acid of melting point 229-234° C. were obtained.

Workup

  1. concentrationThe mixture was then concentrated
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. customevaporated
  5. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-383d6fef8989429da56f0dba0a519c98
Source dataset
uspto-grants-2004_02
Patent number
US06686369B1

Reaction notes

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