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

HRID 227292

反応式

HRID 227292 の反応式
[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

参加物

6

反応物 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 759941-Benzylpiperazine

生成物 1

HCID 27474271-Benzyl-4-(4-nitrophenyl)piperazine収率 57%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-72b38b2b4147411cabcc88502678d0b8
出典データセット
uspto-grants-2009_07
特許番号
US07560470B2

関連ノート

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