Sodium Hydroxide → 3-(2-Chloro-6-fluoro-4-trifluoromethylphenyloxy)-5-methylpyrazole

HRID 499994노트

반응식

HRID 499994 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([F:12])[C:3]=1[O:13][C:14]1[CH:18]=[C:17]([CH3:19])[N:16](C(OC)=O)[N:15]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:5]=[C:4]([F:12])[C:3]=1[O:13][C:14]1[CH:18]=[C:17]([CH3:19])[NH:16][N:15]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57548572Methyl 3-(2-chloro-6-fluoro-4-trifluoromethylphenyloxy)-5-methylpyrazole-1-carboxylate

생성물 1

HCID 178624283-(2-Chloro-6-fluoro-4-trifluoromethylphenyloxy)-5-methylpyrazole수율 88.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To an ethanol (10 mL) solution of methyl 3-(2-chloro-6-fluoro-4-trifluoromethylphenyloxy)-5-methylpyrazole-1-carboxylate (0.53 g, 1.5 mmol) was added 5% sodium hydroxide (8 mL), and the mixture was refluxed under heating for 2 hours. After completion of the reaction, the solvent was distilled off the reaction mixture, and then water was added, followed by extraction with ethyl acetate. The organic layers combined were washed with water, and dried over anhydrous magnesium sulfate and the solvent was distilled off. The resultant residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5) to give a white solid of 3-(2-chloro-6-fluoro-4-trifluoromethylphenyloxy)-5-methylpyrazole (0.39 g, yield: 88.2%).

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off the reaction mixture
  5. additionwater was added
  6. extractionfollowed by extraction with ethyl acetate
  7. washThe organic layers combined were washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off
  10. customThe resultant residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5)

출처 및 근거

ORD 기록
ord-168435d52cd24c1d876f2a0a3608e765
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767827B2

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