1-Bromo-4-nitrobenzene → 1-Benzyl-4-(4-nitrophenyl)piperazine

HRID 409672

反応式

HRID 409672 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(Cl)Cl.O>[CH2:11]([N:18]1[CH2:23][CH2:22][N:21]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH2:20][CH2:19]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 114661-Bromo-4-nitrobenzeneHCID 759941-Benzylpiperazine

生成物 1

HCID 27474271-Benzyl-4-(4-nitrophenyl)piperazine

試薬・触媒・溶媒 1

HCID 21908982Water methylene chloride溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-bromo-4-nitrobenzene (5 g, 24.8 mmol) and 1-benzylpiperazine (8.6 ml, 49.5 mmol, 2 equiv) is heated to 80° C. for 17 h. The reaction mixture is allowed to cool to RT, and is diluted with DCM/H2O. The layers are separated and the aqueous phase is extracted with DCM. The combined organic phase is washed with brine, dried (Na2SO4), filtered and concentrated. Purification of the residue by silica gel column chromatography (Hex/EtOAc, 1:1) affords the title compound as a yellow solid: ESI-MS: 298.3 [MH]+; tR=3.25 min (purity: 100%, system 1).

後処理

  1. temperatureto cool to RT
  2. customThe layers are separated
  3. extractionthe aqueous phase is extracted with DCM
  4. washThe combined organic phase is washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification of the residue by silica gel column chromatography (Hex/EtOAc, 1:1)

出典と根拠

ORDレコード
ord-58bd338a40824640897be00271babb1d
出典データセット
uspto-grants-2014_06
特許番号
US08759517B2

関連ノート

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