反应 #66103

ord-9a3e7006b0a64d7283a6e76b01cb7168

反应方程式

Cc1cccc[n+]1CC(=O)C1CCCC1.[Br-]
1-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt
c1ccn2cc(C3CCCC3)cc2c1
2-cyclopentyl-indolizine
收率 41.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to cool
  2. 2
    萃取extracted with ethyl acetate (×2)
  3. 3
    洗涤The combined organic phases were washed with water and brine
  4. 4
    干燥dried over sodium sulfate
  5. 5
    浓缩concentrated
  6. 6
    其他to give a residue which
  7. 7
    其他was purified by column chromatography

实验过程

1-(2-Cyclopentyl-2-oxo-ethyl)-2-methyl-pyridinium bromide salt (3.4 g, 12.0 mmol) was heated at reflux in saturated sodium bicarbonate solution for 3 hrs. The mixture was allowed to cool, diluted with water and extracted with ethyl acetate (×2). The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated to give a residue which was purified by column chromatography using 100-200 mesh silica-gel and 1% ethyl acetate/petroleum-ether as eluent to afford 2-cyclopentyl-indolizine (0.91 g, 41%) as a solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08524705B2uspto-grants-2013_09