反応 #1788

ord-bfc9e545236f4da9864ea3f99c2d6fe8

反応方程式

Cc1ccnc(C)c1CO
2,4-dimethyl-3-hydroxymethylpyridine
O=S(Cl)Cl
thionyl chloride
Cc1ccnc(C)c1CCl
2,4-dimethyl-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 and saturated aqueous sodium bicarbonate
  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 2,4-dimethyl-3-hydroxymethylpyridine (19.2 g, 140 mmol) was dissolved in CH2Cl2 (800 mL) and cooled under nitrogen to 0° C. and thionyl chloride (125 mL) was slowly added and the reaction was stirred for 18 hours. The solvent was removed under reduced pressure and the residue was partitioned between CH2Cl2 and saturated aqueous sodium bicarbonate. The organic layer was dried with MgSO4, filtered and the solvent removed under reduced pressure to give the desired 2,4-dimethyl-3-chloromethylpyridine.

出典

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