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

HRID 1057399노트

반응식

HRID 1057399 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

(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.

후처리

  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)

출처 및 근거

ORD 기록
ord-60f18218af7c44e1bd2bc66e0d33e391
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514975B1

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