Potassium Carbonate → 4-Benzyl-1-[2-(3-nitrobenzenesulfonyl)ethyl]piperidine

HRID 914996노트

반응식

HRID 914996 반응식
CS(O[CH2:6][CH2:7][S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=1)(=[O:10])=[O:9])(=O)=O.[CH2:20]([CH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:20]([CH:27]1[CH2:32][CH2:31][N:30]([CH2:6][CH2:7][S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)(=[O:10])=[O:9])[CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 317384-BenzylpiperidineHCID 589580692-(3-Nitro-benzenesulfonyl)ethyl methanesulfonate

생성물 1

HCID 589580954-Benzyl-1-[2-(3-nitrobenzenesulfonyl)ethyl]piperidine수율 21%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

A mixture of 102 (1.0 g, 3.2 mmol), 4-benzylpiperidine (103) (0.62 g, 3.5 mmol), and potassium carbonate (1.1 g, 8.0 mmol) in acetonitrile (10 ml) was heated at 70° C. overnight. It was allowed to cool to room temperature and partitioned between EtOAc (150 mL) and water (150 mL). The organic layer was washed with water (100 ml), brine (100 ml), dried over MgSO4, and concentrated. The residue was chromatographed on silica gel (8:1 to 4:1 to 2:1 hexanes/EtOAc) to give 104 (0.26 g, 21%).

후처리

  1. temperatureto cool to room temperature
  2. custompartitioned between EtOAc (150 mL) and water (150 mL)
  3. washThe organic layer was washed with water (100 ml), brine (100 ml)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (8:1 to 4:1 to 2:1 hexanes/EtOAc)

출처 및 근거

ORD 기록
ord-fe2f3574e2734c1f980f4c895d8bb1a7
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265122B2

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