Potassium Hydroxide → 2-Methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid

HRID 1904295Notes

Reaction equation

HRID 1904295 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:11]([O:13]CC)=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[OH-].[K+]>O.C(O)C>[CH3:1][C:2]1[S:3][C:4]([C:11]([OH:13])=[O:12])=[C:5]([C:7]([F:8])([F:9])[F:10])[N:6]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 1486077Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

Product 1

HCID 14860802-Methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acidYield 77.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.3 g of ethyl 2-methyl-4-trifluoromethylthiazole-5-carboxylate and 0.4 g of potassium hydroxide were dissolved in a mixture of 5 ml each of water and ethanol and reaction was effected at room temperature overnight. After the reaction, the reaction mixture was concentrated and acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract was concentrated to obtain 0.89 g of 2-methyl-4-trifluoromethylthiazole-5-carboxylic acid.

Workup

  1. customAfter the reaction
  2. concentrationthe reaction mixture was concentrated
  3. extractionextracted with ethyl acetate
  4. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-c9b6173e02ef428a871a3f31378e14da
Source dataset
uspto-grants-1989_06
Patent number
US04837242

Reaction notes

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