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Water → 5-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole

HRID 417999
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HRID 417999 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([OH:16])=[CH:14][C:13]([CH3:17])=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:25](Cl)(=[O:27])[CH3:26].O>O1CCCC1>[C:25]([O:16][C:15]1[N:11]([C:8]2[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:9]=2)[N:12]=[C:13]([CH3:17])[CH:14]=1)(=[O:27])[CH3:26]
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참가 물질

6

반응물 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 178429256HCID 178429256, 화합물

생성물 1

HCID 666507705-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-(4-t-Butylphenyl)-5-hydroxy-3-methyl-1H-pyrazole (21.7 g, 94.1 mmol) in tetrahydrofuran (600 mL) was mixed with triethylamine (26.2 mL, 188 mmol.) and acetyl chloride (7.4 mL, 104 mmol) at 0° C. and stirred at room temperature for 45 minutes. The reaction solution was mixed with water (300 mL), and the aqueous layer and the organic layer were separated. The solvent was removed from the organic layer by distillation, and the residue was mixed with ethyl acetate. The aqueous layer was extracted with ethyl acetate twice, and the extract was combined with the organic layer. The combined organic layer was washed with saturated aqueous sodium hydrogen carbonate once, with water twice and with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to give 22.2 g of the desired product (87% yield).

후처리

  1. customthe aqueous layer and the organic layer were separated
  2. customThe solvent was removed from the organic layer by distillation
  3. additionthe residue was mixed with ethyl acetate
  4. extractionThe aqueous layer was extracted with ethyl acetate twice
  5. washThe combined organic layer was washed with saturated aqueous sodium hydrogen carbonate once
  6. dry with materialwith water twice and with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-cce5b6ef49854f20a4a64213633ae44d
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093251B2

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