Triethylamine → 2-Bromo-1-(4-(piperidin-1-yl)phenyl)ethanone

HRID 10784

反応式

HRID 10784 の反応式
[Br:1][CH:2](Br)[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=[O:4].C(OP([O-])OCC)C.C(N(CC)CC)C>O1CCCC1>[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=[O:4]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 3780918DiethylphosphiteHCID 143730452,2-Dibromo-1-[4-(1-piperidinyl)phenyl]ethanone

生成物 1

HCID 158645462-Bromo-1-(4-(piperidin-1-yl)phenyl)ethanone収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

2,2-Dibromo-1-[4-(1-piperidinyl)phenyl]ethanone (3 g, 8.3 mmol) (from Step A above) was dissolved in tetrahydrofuran (15 mL), and cooled to 0° C. To the resulting solution were added dropwise diethylphosphite (1.13 mL, 8.7 mmol) and triethylamine (1.21 mL, 8.7 mmol) in tetrahydrofuran (7 mL) at 0° C. with stirring. The mixture was slowly warmed to room temperature and stirred for 6 h. The reaction mixture was concentrated in vacuo and poured into ice/water. The precipitate was collected by filtration, washed with water and dried in vacuo to provide 2-bromo-1-[4-(1-piperidinyl)phenyl]ethanone (2.3 g, 100% yield).

後処理

  1. temperatureThe mixture was slowly warmed to room temperature
  2. stirringstirred for 6 h
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additionpoured into ice/water
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-ff4256aaf0c04c6c9ceb8c97dc41cecd
出典データセット
uspto-grants-2006_08
特許番号
US07094896B2

関連ノート

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