Sodium Hydroxide → 2-(4,6-Dimethoxypyrimidin-2-yl)acetic acid

HRID 2081913Notes

Reaction equation

HRID 2081913 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH2:11][C:12]([O:14]C)=[O:13])[N:4]=1.[OH-].[Na+]>O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([CH2:11][C:12]([OH:14])=[O:13])[N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10921798Methyl 2-(4,6-dimethoxypyrimidin-2-yl)acetate

Product 1

HCID 124207552-(4,6-Dimethoxypyrimidin-2-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 g of methyl (4,6-dimethoxypyrimidin-2-yl)acetate are stirred for 2 hours at 50° C. with 3.9 g of sodium hydroxide in 300 ml of water. The mixture is cooled to room temperature and extracted three times using diethyl ether, and the aqueous phase is acidified to pH 2 using 2N hydrochloric acid and extracted four times using 150 ml portions of ethyl acetate. The organic phase is dried over sodium sulfate, the solvent is distilled off, and the residue is dried in vacuo. This gives 13.1 g of (4,6-dimethoxypyrimidin-2-yl)acetic acid of melting point 175°-177° C.

Workup

  1. extractionextracted three times
  2. extractionextracted four times
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. distillationthe solvent is distilled off
  5. customthe residue is dried in vacuo

Sources & evidence

ORD record
ord-ade8fcd6e51e4e7aa1029e4ad7afe145
Source dataset
uspto-grants-1993_02
Patent number
US05186736

Reaction notes

Loading…