Sodium Hydroxide → HCID 15070277, compound

HRID 1073028Notes

Reaction equation

HRID 1073028 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]2[C:17]([CH3:19])([CH3:18])[CH2:16][O:15][C:13]2=[O:14])[N:4]=1.[OH-:20].[Na+]>C(O)C>[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]([CH3:19])([CH3:18])[CH2:16][OH:15])[C:13]([OH:20])=[O:14])[N:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15070665HCID 15070665, compound

Product 1

HCID 15070277HCID 15070277, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 150 ml of an ethanol solution of 5.4 g of 2-(4,6-dimethoxypyrimidin-2yl)oxy-3,3-dimethyl-γ-butyrolactone, 20 ml of an aqueous solution of 1.2 g of sodium hydroxide was added, and then, the mixture was stirred at room temperature for one hour. Ethanol was evaporated under reduced pressure, and the reaction solution was adjusted to pH 2 to 3 with 5% hydrochloric acid. The reaction solution was extracted twice with ethyl acetate, washed twice with a sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and then the filtrate was concentrated under reduced pressure to obtain 4.7 g of the desired product.

Workup

  1. customEthanol was evaporated under reduced pressure
  2. extractionThe reaction solution was extracted twice with ethyl acetate
  3. washwashed twice with a sodium chloride aqueous solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe desiccating agent was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7f13a639ab7c44ff9b28225e71e837ec
Source dataset
uspto-grants-1990_11
Patent number
US04968340

Reaction notes

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