Potassium Carbonate → Potassium Hydroxide

HRID 1246228Notes

Reaction equation

HRID 1246228 reaction equation
N1C=C(C(OCC)=[O:7])C=N1.BrCC1C=CC=C(C(F)(F)F)C=1.C(=O)([O-])[O-].[K+:27].[K+].[F:29][C:30]([F:49])([F:48])[C:31]1[CH:32]=[C:33]([CH2:37][N:38]2[CH:42]=[C:41]([C:43]([O:45]CC)=[O:44])[CH:40]=[N:39]2)[CH:34]=[CH:35][CH:36]=1>CC(C)=O.CO>[OH-:7].[K+:27].[F:49][C:30]([F:29])([F:48])[C:31]1[CH:32]=[C:33]([CH2:37][N:38]2[CH:42]=[C:41]([C:43]([OH:45])=[O:44])[CH:40]=[N:39]2)[CH:34]=[CH:35][CH:36]=1

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 142179ethyl 1H-pyrazole-4-carboxylateHCID 21916388ethyl 1-{[3-(trifluoromethyl)phenyl]methyl}-1H-pyrazole-4-carboxylate

Product 2

HCID 14797Potassium HydroxideHCID 114927411-(3-(Trifluoromethyl)benzyl)-1H-pyrazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

Ethyl pyrazole-4-carboxylate is reacted with 1-(bromomethyl)-3-(trifluoromethyl)benzene in acetone in the presence of potassium carbonate. The product, ethyl 1-{[3-(trifluoromethyl)phenyl]methyl}pyrazole-4-carboxylate, is then hydrolyzed with potassium hydroxide in methanol, to provide 1-{[3-(trifluoromethyl)phenyl]methyl}pyrazole-4-carboxylic acid.

Sources & evidence

ORD record
ord-ef08bcd2e64b469db10b1da3dc1b5441
Source dataset
uspto-grants-2006_10
Patent number
US07125993B2

Reaction notes

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