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

HRID 1414267

反応式

HRID 1414267 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e3d0e059fd8f4e5798e433fa7987f634
出典データセット
uspto-grants-1977_01
特許番号
US04001229

関連ノート

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