Hydrochloric Acid → HCID 86644474, compound

HRID 2404542Notes

Reaction equation

HRID 2404542 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9][CH2:10][C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N:15]1[C:19]([C:20]([O:22]CC)=[O:21])=[CH:18][C:17]([O:25][CH2:26][C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])=[N:16]1.[OH-].[K+].Cl>C(O)C.O>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9][CH2:10][C:11]([F:13])([F:12])[F:14])=[CH:4][C:3]=1[N:15]1[C:19]([C:20]([OH:22])=[O:21])=[CH:18][C:17]([O:25][CH2:26][C:27]([F:32])([F:33])[C:28]([F:29])([F:30])[F:31])=[N:16]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 86644473HCID 86644473, compound

Product 1

HCID 86644474HCID 86644474, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

0.95 g of ethyl 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-(2,2,3,3,3-pentafluoropropoxy)pyrazole-5-carboxylate was dissolved in 20 mL of ethanol. To this solution, a solution having 0.42 g of potassium hydroxide dissolved in 10 mL of water was added, followed by stirring at room temperature for 30 minutes. Concentrated hydrochloric acid was added to adjust the pH to 2, the solvent was distilled off under reduced pressure, extraction with ethyl acetate was carried out, and the organic layer was dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to obtain 0.90 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-(2,2,3,3,3-pentafluoropropoxy)pyrazole-5-carboxylic acid.

Workup

  1. additionwas added
  2. distillationthe solvent was distilled off under reduced pressure, extraction with ethyl acetate
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. distillationThen, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a73552e9603b40d49e6403728b74cf6e
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

Loading…