Benzyl Bromide → (S)-1-Benzyl-3-methylpiperazine

HRID 1057399ノート

反応式

HRID 1057399 の反応式
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[CH2:8](Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:8]([N:6]1[CH2:5][CH2:4][NH:3][C@@H:2]([CH3:1])[CH2:7]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 27342192-Methylpiperazine, (S)-

生成物 1

HCID 6923224(S)-1-Benzyl-3-methylpiperazine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

(S)-(+)-2-Methylpiperazine (2.63 g), benzylbromide (3.12 ml) and potassium carbonate (5.4 g) were heated together in acetonitrile (120 ml) at 40° C. for 3 days. The mixture was evaporated to dryness in vacuo and the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The organic phase was separated, dried (magnesium sulphate) and evaporated to dryness in vacuo. The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide) to afford the title compound as a solid, 1.12 g.

後処理

  1. customThe mixture was evaporated to dryness in vacuo
  2. customthe residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate
  3. customThe organic phase was separated
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated to dryness in vacuo
  6. customThe residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide)

出典と根拠

ORDレコード
ord-60f18218af7c44e1bd2bc66e0d33e391
出典データセット
uspto-grants-2003_02
特許番号
US06514975B1

反応ノート

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