Sodium Hydroxide → HCID 53968628, compound

HRID 1440965Notes

Reaction equation

HRID 1440965 reaction equation
[F:1][C:2]([C:10]1[N:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([O:18][CH3:19])[N:11]=1)([CH:7]([CH3:9])[CH3:8])[C:3]([O:5]C)=[O:4].[OH-].[Na+]>CO>[F:1][C:2]([C:10]1[N:11]=[C:12]([O:18][CH3:19])[CH:13]=[C:14]([O:16][CH3:17])[N:15]=1)([CH:7]([CH3:9])[CH3:8])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22420766HCID 22420766, compound

Product 1

HCID 53968628HCID 53968628, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-fluoro-3-methyl-2-(4,6-dimethoxypyrimidin-2yl)butanoate (1.0 g) (see Example 9 below) was dissolved in methanol (7 ml), and was treated with 5N sodium hydroxide solution (1.5 ml) at 5°-10° C. The methanol was evaporated off, and the residue was treated with water, then made acid with 5N hydrochloric acid, saturated with sodium chloride, and extracted with ether. The ethereal solution was washed with saturated sodium chloride solution and dried over magnesium sulfate. The product obtained by evaporation of the ether was triturated with pentane, yielding the desired product (0.87 g).

Workup

  1. customThe methanol was evaporated off
  2. additionthe residue was treated with water
  3. extractionsaturated with sodium chloride, and extracted with ether
  4. washThe ethereal solution was washed with saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. customThe product obtained by evaporation of the ether
  7. customwas triturated with pentane

Sources & evidence

ORD record
ord-c4b0264e70a142318f0a9ed6be7f8378
Source dataset
uspto-grants-1996_03
Patent number
US05502028

Reaction notes

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