2-Chloroaniline → N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-2-chloroaniline

HRID 260930ノート

反応式

HRID 260930 の反応式
[N+](C1C=CC=CC=1)([O-])=O.[Cl:10][C:11]1[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=1[NH2:13].Cl[CH2:19][CH2:20][C:21]12[CH2:28][CH2:27][CH2:26][N:25]1[CH2:24][CH2:23][CH2:22]2.C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>>[N:25]12[CH2:26][CH2:27][CH2:28][C:21]1([CH2:20][CH2:19][NH:13][C:12]1[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=1[Cl:10])[CH2:22][CH2:23][CH2:24]2

参加物

6

反応物 5

HCID 72402-ChloroanilineHCID 7416NitrobenzeneHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 107023655-(2-Chloroethyl)-1-azabicyclo[3.3.0]octane

生成物 1

HCID 10587741N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-2-chloroaniline収率 40.1%

実験手順

To nitrobenzene (30.0 ml), 2-chloroaniline (600 mg, 4.70 mmol), 5-(2-chloroethyl)-1-azabicyclo[3.3.0]octane (hydrochloride, 1.98 g, 9.42 mmol) and anhydrous potassium carbonate (3.90 g, 28.2 mmol) were added to react same for 10 hours at 120° C. subsequent to addition of 10% aqueous sodium hydroxide solution, the reaction mixture was extracted by ethyl acetate, washed by sodium chloride solution, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by column chromatography to afford the desired compound (499 mg, 40.1%), as a colorless liquid.

後処理

  1. extractionthe reaction mixture was extracted by ethyl acetate
  2. washwashed by sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. custompurified by column chromatography

出典と根拠

ORDレコード
ord-0c1f829bce154434a3551583abc00153
出典データセット
uspto-grants-1996_06
特許番号
US05530138

反応ノート

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