Ethanol → 4-(4-Benzylpiperazin-1-yl)aniline

HRID 409671

반응식

HRID 409671 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCO.O>[Fe].CC(O)=O>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 702EthanolHCID 962WaterHCID 27474271-Benzyl-4-(4-nitrophenyl)piperazine

생성물 1

HCID 7372594-(4-Benzylpiperazin-1-yl)aniline

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

반응 조건

온도
80 °C

실험 절차

Iron powder (5.4 g, 97 mmol, 4 equiv) is added portionwise to an 80° C. mixture of 1-benzyl-4-(4-nitro-phenyl)-piperazine (7.2 g, 24.2 mmol), EtOH (150 mL), H2O (40 mL), and AcOH (20 mL). The reaction mixture is stirred for 1.75 h at 80° C., allowed to cool to RT, and concentrated. The residue is diluted with EtOAc and an aqueous saturated solution of Na2CO3. The layers are separated and the aqueous phase is extracted with EtOAc. The combined organic phase is washed with brine, dried (Na2SO4), filtered and concentrated to afford the title compound: ES-MS: 268.3 [MH]+; single peak at tR=1.30 min (system 1).

후처리

  1. temperatureto cool to RT
  2. concentrationconcentrated
  3. additionThe residue is diluted with EtOAc
  4. customThe layers are separated
  5. extractionthe aqueous phase is extracted with EtOAc
  6. washThe combined organic phase is washed with brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9ac1155e7ef04fc7ab35e1595741496c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759517B2

연결된 노트

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