Hydrochloric Acid → 2-((5-Pyrimidyl)methyl)-3-methoxyacrylic acid

HRID 2228914Notes

Reaction equation

HRID 2228914 reaction equation
[N:1]1[CH:6]=[C:5]([CH2:7][C:8](=[CH:13][O:14][CH3:15])[C:9]([O:11]C)=[O:10])[CH:4]=[N:3][CH:2]=1.[OH-].[Na+].Cl>O>[N:1]1[CH:6]=[C:5]([CH2:7][C:8](=[CH:13][O:14][CH3:15])[C:9]([OH:11])=[O:10])[CH:4]=[N:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53865474Methyl 2-((5-pyrimidyl)methyl)-3-methoxyacrylate

Product 1

HCID 543870322-((5-Pyrimidyl)methyl)-3-methoxyacrylic acidYield 64.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To methyl 2-((5-pyrimidyl)methyl)-3-methoxyacrylate (9.0 g) was added, with stirring, a solution of sodium hydroxide (3.5 g) in water (43 ml) at RT under argon. After 20 h, the pH of the solution was brought to 3.5 with concentrated hydrochloric acid. Sonication of the oil so formed gave 2-((5-pyrimidyl)methyl)-3-methoxyacrylic acid (5.4 g) as a pale yellow solid.

Workup

  1. customat RT
  2. customSonication of the oil
  3. customso formed

Sources & evidence

ORD record
ord-28f73215525b40ba83eadeebd653a4dd
Source dataset
uspto-grants-2002_07
Patent number
US06417192B1

Reaction notes

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