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

HRID 409672

반응식

HRID 409672 반응식
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

참가 물질

4

반응물 2

HCID 114661-Bromo-4-nitrobenzeneHCID 759941-Benzylpiperazine

생성물 1

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

시약·촉매·용매 1

HCID 21908982Water methylene chloride용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-58bd338a40824640897be00271babb1d
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759517B2

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