Potassium Carbonate → 3-Anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

HRID 992273ノート

反応式

HRID 992273 の反応式
[NH:1]([CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(S(O[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH:1]([CH:8]1[CH2:12][CH2:11][N:10]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 11412557N-phenylpyrrolidin-3-amineHCID 173901062-(4-Fluorophenyl)ethyl 4-methylbenzenesulfonate

生成物 1

HCID 184119313-Anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine収率 71.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

3-Anilinopyrrolidine (0.67 g) and 2-(4-fluorophenyl)ethyl p-toluenesulfonate (1.2 g) were dissolved in acetonitrile (20 ml), and potassium carbonate (2 g) was added. The mixture was refluxed for 3 hours, and after the completion of the reaction, the solvent was evaporated under reduced pressure. The obtained residue was dissolved in ethyl acetate, washed with an aqueous potassium carbonate solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (chloroform:methanol=20:1). The obtained eluate was concentrated to give 3-anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine (0.83 g).

後処理

  1. temperatureThe mixture was refluxed for 3 hours
  2. customafter the completion of the reaction
  3. customthe solvent was evaporated under reduced pressure
  4. dissolutionThe obtained residue was dissolved in ethyl acetate
  5. washwashed with an aqueous potassium carbonate solution
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. concentrationThe obtained eluate was concentrated

出典と根拠

ORDレコード
ord-b476d6be0df248f4a61efa65bb7dea27
出典データセット
uspto-grants-2002_10
特許番号
US06468998B1

反応ノート

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