Potassium Carbonate → N-(2-Diethylaminoethyl)-4'-(1-oxo-2-phenylbutyl)methanesulfonanilide

HRID 1414267노트

반응식

HRID 1414267 반응식
[O:1]=[C:2]([C:12]1[CH:22]=[CH:21][C:15]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:14][CH:13]=1)[CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:4][CH3:5].C(=O)([O-])[O-].[K+].[K+].[CH3:29][CH2:30][N:31]([CH2:34][CH2:35]Cl)[CH2:32][CH3:33]>C(#N)C>[CH2:30]([N:31]([CH2:34][CH3:35])[CH2:32][CH2:33][N:16]([S:17]([CH3:20])(=[O:19])=[O:18])[C:15]1[CH:14]=[CH:13][C:12]([C:2](=[O:1])[CH:3]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:4][CH3:5])=[CH:22][CH:21]=1)[CH3:29]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 13364Diethylaminoethyl chlorideHCID 214866524'-(1-Oxo-2-phenylbutyl)methanesulfonanilide

생성물 1

HCID 21486672N-(2-Diethylaminoethyl)-4'-(1-oxo-2-phenylbutyl)methanesulfonanilide수율 58%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4'-(1-Oxo-2-phenylbutyl)methanesulfonanilide (31.7 g., 0.100 mole), potassium carbonate (13.8 g., 0.100 mole), and 2-chlorotriethylamine (13.6 g., 0.100 mole) are mixed together in 1 liter of acetonitrile and refluxed 18 hr. The reaction mixture is clarified by filtration and concentrated under reduced pressure. The residual oil is dissolved in ethyl ether and the product extracted therefrom with 1.5N HCl. The aqueous acid extract is washed with ethyl ether and then basified with 50% NaOH. The organic material which separates is extracted into ethyl ether and the extracts are washed with water and brine, and the solution dried (MgSO4). The ether is evaporated and the solid residue is crystallized from hexane to yield 24.1 g. (58% yield), m.p. 76°-77°C.

후처리

  1. temperaturerefluxed 18 hr
  2. filtrationThe reaction mixture is clarified by filtration
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residual oil is dissolved in ethyl ether
  5. extractionthe product extracted
  6. extractionThe aqueous acid extract
  7. washis washed with ethyl ether
  8. extractionThe organic material which separates is extracted into ethyl ether
  9. washthe extracts are washed with water and brine
  10. dry with materialthe solution dried (MgSO4)
  11. customThe ether is evaporated
  12. customthe solid residue is crystallized from hexane
  13. customto yield 24.1 g

출처 및 근거

ORD 기록
ord-e3d0e059fd8f4e5798e433fa7987f634
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04001229

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