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

HRID 1647394ノート

反応式

HRID 1647394 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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), 6.68 (2H, m, ArH), and 6.82 (2H, m, ArH).

後処理

  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)

出典と根拠

ORDレコード
ord-fcf7bd6b8fd14203bb9d817f1af4f956
出典データセット
uspto-grants-1995_07
特許番号
US05432177

反応ノート

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