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Methane → 3-(4-Methylphenyl)aniline

HRID 1455619
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HRID 1455619 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=2)=[CH:4][CH:3]=1.C.O.NN>C(O)(C)C.[Fe](Cl)(Cl)Cl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=2)=[CH:6][CH:7]=1
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참가 물질

6

반응물 3

HCID 297MethaneHCID 24654Hydrazine hydrate (1:1)HCID 6435234'-Methyl-3-nitro-1,1'-biphenyl

생성물 1

HCID 12621543-(4-Methylphenyl)aniline수율 95%

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 3776Isopropanol용매
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온도
65 °C

실험 절차

4′-Methyl-3-nitro-biphenyl (1.9 g) dissolved in isopropyl alcohol (30 mL) and iron (III) chloride (0.19 g) added followed by charcoal (0.19 g). Mixture heated to 65° C. before adding hydrazine hydrate (7.6 mL) slowly for 45 minutes under nitrogen. Mixture stirred for a further 2 hours at 70° C. Mixture filtered and washed with ethyl acetate. Organics combined and washed with water (50 mL) and brine (50 mL) before drying over sodium sulfate, filtering and evaporating to dryness to leave a yellow solid (1.55 g, 95%).

후처리

  1. filtrationMixture filtered
  2. washwashed with ethyl acetate
  3. washwashed with water (50 mL) and brine (50 mL)
  4. dry with materialbefore drying over sodium sulfate
  5. filtrationfiltering
  6. customevaporating to dryness

출처 및 근거

ORD 기록
ord-ffc45f04301a4c7489ddec3377a07a16
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07482469B2

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