2-Methyl-1-(3-nitrophenyl)-1-propanone → 2-Methyl-1-(3-nitrophenyl)-1-propanone hydrazone

HRID 428937노트

반응식

HRID 428937 반응식
[CH3:1][CH:2]([CH3:14])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=O.O.O.[NH2:17][NH2:18]>O>[CH3:1][CH:2]([CH3:14])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=[N:17][NH2:18]

참가 물질

4

반응물 2

HCID 149240122-Methyl-1-(3-nitrophenyl)-1-propanoneHCID 22141362Hydrazine--water (1/2)

생성물 1

HCID 598980482-Methyl-1-(3-nitrophenyl)-1-propanone hydrazone

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a partially dissolved solution of 2-methyl-1-(3-nitrophenyl)-1-propanone (Preparation 55, 1.0 g, 5.2 mmol) in industrial methylated spirits (6 ml) was added dropwise hydrazine hydrate monohydrate (0.5 ml, 10.4 nmuol). The reaction mixture was refluxed for 16 h, before cooling to room temperature and pouring into ice and water (50:50, 15 ml) giving a very fine white precipitate in a yellow solution. The mixture was extracted with diethyl ether (2×50 ml), the combined organic extracts were washed with brine and dried (MgSO4), before concentrating to give an amber oil. The crude product was purified by chromatography on silica gel cluting with dichloromethane:ethyl acetate (19:1) to give the title compound as a mixture of cis and trans hydazones (0.54 g, 50%).

후처리

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. customgiving a very fine white precipitate in a yellow solution
  3. extractionThe mixture was extracted with diethyl ether (2×50 ml)
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationbefore concentrating
  7. customto give an amber oil
  8. customThe crude product was purified by chromatography on silica gel cluting with dichloromethane:ethyl acetate (19:1)

출처 및 근거

ORD 기록
ord-bd78f6503b0c47e1b886e1148d54d7b6
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313312B1

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