Sodium Hydroxide → 2-[(4,6-Dimethoxypyrimidin-2-yl)oxy]-3-ethoxy-3-methylbutanoic acid

HRID 1646141Notes

Reaction equation

HRID 1646141 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:18]([O:21][CH2:22][CH3:23])([CH3:20])[CH3:19])[C:13]([O:15]CC)=[O:14])[N:4]=1.[OH-].[Na+]>C(O)C>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][CH:12]([C:18]([O:21][CH2:22][CH3:23])([CH3:19])[CH3:20])[C:13]([OH:15])=[O:14])[N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19801421HCID 19801421, compound

Product 1

HCID 157671522-[(4,6-Dimethoxypyrimidin-2-yl)oxy]-3-ethoxy-3-methylbutanoic acidYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

That is, to Compound 50 (32.8 g, 0.1 mol) prepared in the above (1) dissolved in ethanol (100 ml) was added 5N sodium hydroxide (40 ml), and the mixture was stirred for one hour. Subsequently, ethanol was removed under reduced pressure, 5N hydrochloric acid (50 ml) was added to the residue obtained, and the residue was extracted with chloroform. The chloroform layer was washed with water and dried, and then chloroform was removed under reduced pressure to obtain 25.5 g (yield: 85.0%) of the title compound as white crystals.

Workup

  1. customSubsequently, ethanol was removed under reduced pressure, 5N hydrochloric acid (50 ml)
  2. additionwas added to the residue
  3. customobtained
  4. extractionthe residue was extracted with chloroform
  5. washThe chloroform layer was washed with water
  6. customdried
  7. customchloroform was removed under reduced pressure

Sources & evidence

ORD record
ord-31250134ec8c416bbed180a23992cb78
Source dataset
uspto-grants-1993_01
Patent number
US05178663

Reaction notes

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