Acetone cardice → 1-(4-bromo-2,6-dimethylphenyl)-3,5-diethyl-1H-pyrazol-4-yl-methanol

HRID 1740102노트

반응식

HRID 1740102 반응식
C(=O)=O.CC(C)=O.C[O:9][C:10]([C:12]1[C:13]([CH2:28][CH3:29])=[N:14][N:15]([C:19]2[C:24]([CH3:25])=[CH:23][C:22]([Br:26])=[CH:21][C:20]=2[CH3:27])[C:16]=1[CH2:17][CH3:18])=O.[H-].C([Al+]CC(C)C)C(C)C>O1CCCC1>[Br:26][C:22]1[CH:21]=[C:20]([CH3:27])[C:19]([N:15]2[C:16]([CH2:17][CH3:18])=[C:12]([CH2:10][OH:9])[C:13]([CH2:28][CH3:29])=[N:14]2)=[C:24]([CH3:25])[CH:23]=1

참가 물질

5

반응물 3

HCID 18522661Acetone cardiceHCID 21225700DiisobutylaluminumhydrideHCID 539898611-(4-bromo-2,6-dimethylphenyl)-3,5-diethyl-1H-pyrazole-4-carboxylic acid methyl ester

생성물 1

HCID 218373201-(4-bromo-2,6-dimethylphenyl)-3,5-diethyl-1H-pyrazol-4-yl-methanol수율 73.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a dry ice/acetone bath-chilled solution of 1-(4-bromo-2,6-dimethylphenyl)-3,5-diethyl-1H-pyrazole-4-carboxylic acid methyl ester (1.1 g, 3.1 mmol) in anhydrous tetrahydrofuran (8 ml), diisobutylaluminum hydride (1.0 M in toluene; 10 ml, 10 mmol) was added dropwise. After 15 minutes, the reaction mixture was warmed to 0°-5° C. and stirred at that temperature for 2.5 hours. The reaction was then quenched by addition of 2 ml of water, and the organic solvent was removed in vacuo. Extraction of the residual mixture with ethyl acetate, anhydrous sodium sulfate drying of the resulting extract, and its concentration in vacuo afforded the title compound as a yellow oil (0.77 g).

후처리

  1. temperaturethe reaction mixture was warmed to 0°-5° C.
  2. customThe reaction was then quenched by addition of 2 ml of water
  3. customthe organic solvent was removed in vacuo
  4. extractionExtraction of the residual mixture with ethyl acetate, anhydrous sodium sulfate
  5. customdrying of the resulting
  6. extractionextract
  7. concentrationits concentration in vacuo

출처 및 근거

ORD 기록
ord-45aea6c38cb640fb8e048faf18b81a92
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05968944

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