تفاعل #1783

ord-50b5f885709f4236b5aee536d764bea9

معادلة التفاعل

CCc1ncccc1CCl
2-ethyl-3-chloromethylpyridine
O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
CCc1c(CCl)ccc[n+]1[O-]
2-ethyl-3-chloromethylpyridine-N-oxide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    استخلاصThe reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL)
  2. 2
    تجفيفThe organic phase was dried with MgSO4
  3. 3
    ترشيحfiltered
  4. 4
    أخرىthe solvent was removed under reduced pressure
  5. 5
    أخرىThe residue was chromatographed on silica gel
  6. 6
    غسيلMeOH and eluted with the same
  7. 7
    أخرىthe solvent removed under reduced pressure the

الإجراء التجريبي

The 2-ethyl-3-chloromethylpyridine (2.4 g, 15.4 mmol) was dissolved in CHCl3 (100 mL) and cooled under nitrogen to 0° C. and m-chloroperbenzoic acid (55%, 4.2 g) was added in small portions. The reaction was stirred for 2 hours. The reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL). The organic phase was dried with MgSO4, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel packed in 98:2 CH2Cl2 :MeOH and eluted with the same. The appropriate fractions were combined and the solvent removed under reduced pressure the give the desired 2-ethyl-3-chloromethylpyridine-N-oxide.

المصدر

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