Ethanol → 5-Methoxy-1-methyl-1H-pyrazole-4-carboxylic acid

HRID 414607Notes

Reaction equation

HRID 414607 reaction equation
[CH3:1][N:2]1[C:6]([O:7][CH3:8])=[C:5]([C:9]([O:11]CC)=[O:10])[CH:4]=[N:3]1.C(O)C.[OH-].[K+]>O>[CH3:1][N:2]1[C:6]([O:7][CH3:8])=[C:5]([C:9]([OH:11])=[O:10])[CH:4]=[N:3]1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 21281096HCID 21281096, compound

Product 1

HCID 143294325-Methoxy-1-methyl-1H-pyrazole-4-carboxylic acidYield 108.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 1-methyl-5-methoxypyrazole-4-carboxylate (1.4 g) was stirred at room temperature for 2 hours together with 30 ml of ethanol, 10 ml of water and 2 g of potassium hydroxide. Ethanol was removed from the reaction solution under reduced pressure. From the aqueous layer, 1.29 g (yield 99%) of the desired 1-methyl-5-methoxypyrazole-4-carboxylic acid was obtained by acid precipitation.

Workup

  1. customEthanol was removed from the reaction solution under reduced pressure

Sources & evidence

ORD record
ord-9e17d5a606c4429f92471d4c1dfad08e
Source dataset
uspto-grants-1988_12
Patent number
US04792565

Reaction notes

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