Benzyl Bromide → (3r,5s)-1-Benzyl-3,5-dimethylpiperazine

HRID 493329ノート

反応式

HRID 493329 の反応式
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][C@@H:4]([CH3:8])[NH:3]1.[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CN(C=O)C>[CH2:9]([N:6]1[CH2:5][C@H:4]([CH3:8])[NH:3][C@H:2]([CH3:1])[CH2:7]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 7498Benzyl BromideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine

生成物 1

HCID 12197174(3r,5s)-1-Benzyl-3,5-dimethylpiperazine収率 68.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To an ice cold (˜0° C.) suspension of cis-2,6-dimethylpiperazine (4.0 g, 35 mmol) in DMF (100 mL) was benzyl bromide (6.0 g, 35.0 mmol) added in portions under a period of 45 min and the reaction mixture was stirred at room temperature for 48 h. The solvent was evaporated from the suspension and the residue was dissolved in aqueous HCl and washed twice with CHCl3. The aqueous phase was made alkaline and extracted twice with CHCl3. The combined organic phases were washed with H2O and brine, dried (MgSO4), and concentrated to give 4.9 g (68%) of the title product as a colorless oil.

後処理

  1. additionadded in portions under a period of 45 min
  2. customThe solvent was evaporated from the suspension
  3. dissolutionthe residue was dissolved in aqueous HCl
  4. washwashed twice with CHCl3
  5. extractionextracted twice with CHCl3
  6. washThe combined organic phases were washed with H2O and brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-b7c649c98b3d412a9c958c7d82409a47
出典データセット
uspto-grants-2009_05
特許番号
US07534794B2

反応ノート

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