反応 #1782

ord-090d23f63738479ca8c99ffd51c34f39

反応方程式

CCc1ncccc1CO
2-ethyl-3-hydroxymethylpyridine
O=S(Cl)Cl
thionyl chloride
CCc1ncccc1CCl
2-ethyl-3-chloromethylpyridine

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The solvent was removed under reduced pressure
  2. 2
    その他the residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL)
  3. 3
    乾燥The organic layer was dried with MgSO4
  4. 4
    ろ過filtered
  5. 5
    その他the solvent removed under reduced pressure

実験手順

The 2-ethyl-3-hydroxymethylpyridine (2.3 g, 16.8 mmol) was dissolved in CH2Cl2 (100 mL) and cooled under nitrogen to 0° C. and thionyl chloride (7.0 mL) was slowly added and the reaction was stirred for 3 hours. The solvent was removed under reduced pressure and the residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL). The organic layer was dried with MgSO4, filtered, and the solvent removed under reduced pressure to give the desired 2-ethyl-3-chloromethylpyridine.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05726172uspto-grants-1998_03