Trifluoroacetic acid → Dimethyl-(4-piperazin-1-YL-phenyl)-amine

HRID 54207노트

반응식

HRID 54207 반응식
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([N:27]([CH3:29])[CH3:28])=[CH:23][CH:22]=2)[CH2:17][CH2:16]1)=O)(C)(C)C>ClCCl>[CH3:28][N:27]([CH3:29])[C:24]1[CH:23]=[CH:22][C:21]([N:18]2[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]2)=[CH:26][CH:25]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 226678081-(Tert-butoxycarbonyl)-4-(4-dimethylaminophenyl)piperazine

생성물 1

HCID 4738754Dimethyl-(4-piperazin-1-YL-phenyl)-amine수율 84.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (10 ml) was added to a solution of 1-(tert-butoxycarbonyl)-4-(4-dimethylaminophenyl)piperazine (2.01 g 6.58 mmol) in dichloromethane (20 ml) and the mixture stirred for 30 min at room temperature. The mixture was concentrated in vacuo and saturated aqueous potassium carbonate (100 ml) was cautiously added to the residue. The mixture was extracted with dichloromethane (3×100 ml), the extracts were washed with brine (50 ml), combined and dried (MgSO4). Concentration of the extracts gave 1-(4-dimethylaminophenyl)piperazine (1.14 g, 84%) as a cream solid; δH (DMSO-d6) 2.77 (6H, s, N(CH3)2), 2.79 (4H, m, 2×piperazinyl CH2), 2.86 (4H, m, 2×piperazinyl CH2), 2.86 (4H, m, 2×piperazinyl CH2), 6.68 (2H, m, ArH), and 6.82 (2H, m, ArH).

후처리

  1. concentrationThe mixture was concentrated in vacuo and saturated aqueous potassium carbonate (100 ml)
  2. additionwas cautiously added to the residue
  3. extractionThe mixture was extracted with dichloromethane (3×100 ml)
  4. washthe extracts were washed with brine (50 ml)
  5. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-627689c37e4448528351176195426d9a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622950

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