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Hydrazine hydrate (1:1) → 3,3,3-Trifluoro-1-(3-nitrophenyl)-1-propanone hydrazone

HRID 428969
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HRID 428969 반응식
[F:1][C:2]([F:16])([F:15])[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)=O.O.[NH2:18][NH2:19]>O1CCCC1>[F:1][C:2]([F:16])([F:15])[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)=[N:18][NH2:19]
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 221413423,3,3-Trifluoro-1-(3-nitrophenyl)-1-propanone

생성물 1

HCID 736985983,3,3-Trifluoro-1-(3-nitrophenyl)-1-propanone hydrazone수율 8.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3,3,3-Trifluoro-1-(3-nitrophenyl)-1-propanone (Sov. Prog. Chem. (Engl.Transi.), 1966, 32, 745, 1.8 g, 7.72 mmol) was dissolved in tetrahydrofuran (10 ml) and hydrazine monohydrate (0.56 ml, 11.58 mmol) was added dropwise at room temperature. The reaction mixture was stirred for 1 h at room temperature then heated under reflux for 40 min. The reaction mixture was concentrated in vacui and the residue treated with water (10 ml) and extracted with dichloromethane (4×10 ml). The organic extracts were concentrated in vacuo and the residue was purified by chromatography on silica gel (100 g), eluting with diciforomethane: hexane (1:1 and then 2:1). The product was obtained as an amber gum (159 mg, 8%).

후처리

  1. temperaturethen heated
  2. temperatureunder reflux for 40 min
  3. concentrationThe reaction mixture was concentrated in vacui
  4. additionthe residue treated with water (10 ml)
  5. extractionextracted with dichloromethane (4×10 ml)
  6. concentrationThe organic extracts were concentrated in vacuo
  7. customthe residue was purified by chromatography on silica gel (100 g)
  8. washeluting with diciforomethane

출처 및 근거

ORD 기록
ord-c53229ee727247eaacefae25216cfb7a
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313312B1

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