Dimethyl Sulfoxide → 1-(2-Fluoro-4-chloro-5-isopropyloxyphenyl)-3,4,5-trimethylpyrazole

HRID 580260노트

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HRID 580260 반응식
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([CH3:16])[C:12]([CH3:17])=[N:11]1.[CH:18](I)([CH3:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>C1(C)C=CC=CC=1.O>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:18]([CH3:20])[CH3:19])=[CH:4][C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([CH3:16])[C:12]([CH3:17])=[N:11]1

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 137982331-(2-Fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazole

생성물 1

HCID 137982341-(2-Fluoro-4-chloro-5-isopropyloxyphenyl)-3,4,5-trimethylpyrazole수율 104.7%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

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온도
80 °C

실험 절차

A mixture of 1-(2-fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazole (25.5 g), isopropyl iodide (18.7 g), anhydrous potassium carbonate (14.5 g) and dimethylsulfoxide (200 ml) was stirred at 80° C. for one hour. After cooling, the reaction mixture was admixed with water and toluene to form two layers. The toluene layer formed was separated, washed with water and then dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (31.1 g) as a pale yellow oil, which was then purified through silica gel column chromatography to yield a colorless oil. nD23 =1.5406.

후처리

  1. temperatureAfter cooling
  2. customto form two layers
  3. customwas separated
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customRemoval of the solvent
  7. distillationby distillation in vacuo

출처 및 근거

ORD 기록
ord-aa3f665aeac6449994ce1f8b31222b34
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04752326

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