N-bromobutanimide → 1-[4-(4-Amino-3-bromo-phenyl)-piperidin-1-yl]-ethanone

HRID 1428045ノート

反応式

HRID 1428045 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1C(=O)N([Br:24])C(=O)C1>C(Cl)Cl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=[CH:4][C:3]=1[Br:24]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 591285511-[4-(4-Aminophenyl)piperidin-1-yl]ethanone

生成物 1

HCID 591285921-[4-(4-Amino-3-bromo-phenyl)-piperidin-1-yl]-ethanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
-78 °C

実験手順

A solution of 1-[4-(4-amino-phenyl)-piperidin-1-yl]-ethanone (as prepared in the previous step, 0.36 g, 1.66 mmol) in CH2Cl2 (10 mL) was cooled to −78° C. and treated with NBS (0.28 g, 1.58 mmol) as a suspension in CH2Cl2 (4 mL). The reaction was allowed to warm to room temperature and stir for 30 min. The reaction was diluted with CH2Cl2 and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and concentrated in vacuo. The crude material was used directly in the next reaction. LC-MS (ESI, m/z): Calcd. for C13H17BrN2O 297.1 (M+H). found 297.1.

後処理

  1. temperatureto warm to room temperature
  2. washwashed with saturated aqueous NaHCO3
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude material was used directly in the next reaction

出典と根拠

ORDレコード
ord-6edce4c159f8464cb5ddebdfffc887f3
出典データセット
uspto-grants-2015_01
特許番号
US08933091B2

反応ノート

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