تفاعل #1782

ord-090d23f63738479ca8c99ffd51c34f39

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was removed under reduced pressure
  2. 2
    أخرىthe residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL)
  3. 3
    تجفيفThe organic layer was dried with MgSO4
  4. 4
    ترشيحfiltered
  5. 5
    أخرىthe solvent removed under reduced pressure

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726172uspto-grants-1998_03