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

HRID 344578Notes

Reaction equation

HRID 344578 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 2 N 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-e51c6465440449f497d81d1dc4de0956
Source dataset
uspto-grants-1991_10
Patent number
US05053072

Reaction notes

Loading…