m-Chloroperbenzoic acid → 2-ethyl-3-chloromethylpyridine-N-oxide

HRID 1687

반응식

HRID 1687 반응식
[CH2:1]([C:3]1[C:8]([CH2:9][Cl:10])=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:19])C=1>C(Cl)(Cl)Cl>[CH2:1]([C:3]1[C:8]([CH2:9][Cl:10])=[CH:7][CH:6]=[CH:5][N+:4]=1[O-:19])[CH3:2]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 196909583-(chloromethyl)-2-ethylPyridine

생성물 1

HCID 196909982-ethyl-3-chloromethylpyridine-N-oxide

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  1. extractionThe reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL)
  2. dry with materialThe organic phase was dried with MgSO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure
  5. customThe residue was chromatographed on silica gel
  6. washMeOH and eluted with the same
  7. customthe solvent removed under reduced pressure the

출처 및 근거

ORD 기록
ord-50b5f885709f4236b5aee536d764bea9
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726172

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