p-Fluoronitrobenzene → 1-Benzyl-4-(4-nitrophenyl)piperazine

HRID 227292

반응식

HRID 227292 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>C(O)C.O>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 759941-Benzylpiperazine

생성물 1

HCID 27474271-Benzyl-4-(4-nitrophenyl)piperazine수율 57%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A stirred solution of 1-benzylpiperazine (8.81 g, 50.0 mmol), 4-fluoronitrobenzene (5.31 mL, 50.0 mmol), and K2CO3 (6.90 g, 50.0 mmol) in ethanol is heated at reflux temperature under nitrogen for 18 h, cooled, diluted with water, and extracted with CH2Cl2. The combined extracts are dried over MgSO4 and concentrated in vacuo to give a solid residue. The solid is triturated with 20:80 ethyl acetate:hexanes and filtered. The filtercake is air-dried to afford the title compound as orange crystals, 8.45 g (57% yield), mp 218-219° C., characterized by NMR and mass spectral analyses.

후처리

  1. temperatureat reflux temperature under nitrogen for 18 h
  2. temperaturecooled
  3. extractionextracted with CH2Cl2
  4. dry with materialThe combined extracts are dried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customto give a solid residue
  7. customThe solid is triturated with 20:80 ethyl acetate
  8. filtrationhexanes and filtered
  9. customThe filtercake is air-dried

출처 및 근거

ORD 기록
ord-72b38b2b4147411cabcc88502678d0b8
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560470B2

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