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Hydrazine hydrate (1:1) → 3-[3-(Trifluoromethyl)phenyl]propanohydrazide

HRID 452589
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HRID 452589 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][C:11](OCC)=[O:12])[CH:6]=[CH:7][CH:8]=1.O.[NH2:19][NH2:20]>C(O)C>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][C:11]([NH:19][NH2:20])=[O:12])[CH:6]=[CH:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 11849913Ethyl 3-(3-(trifluoromethyl)phenyl)propanoate

생성물 1

HCID 686635873-[3-(Trifluoromethyl)phenyl]propanohydrazide수율 81%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of ethyl 3-[3-(trifluoromethyl)phenyl]propionate (9.85 g, 40.0 mmol) and hydrazine monohydrate (9.70 mL, 200 mmol) in ethanol (50 mL) was heated under reflux overnight. After cooling, the reaction mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate) and recrystallized from hexane/ethyl acetate to give the title compound (7.51 g, yield 81%) as colorless crystals.

후처리

  1. temperatureunder reflux overnight
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. additionThe residue was diluted with ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by basic silica gel column chromatography (ethyl acetate)
  9. customrecrystallized from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-94950e67edf540e7a900fbc4978bb23f
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492378B2

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