m-Chloroperbenzoic acid → 5-(methoxymethoxy)-2-neopentylpyridine-N-oxide

HRID 473349노트

반응식

HRID 473349 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[N:9][CH:10]=1.C1C=C(Cl)C=C(C(OO)=[O:24])C=1>C(Cl)Cl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[N+:9]([O-:24])[CH:10]=1

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 575158425-(Methoxymethoxy)-2-neopentylpyridine

생성물 1

HCID 671636565-(methoxymethoxy)-2-neopentylpyridine-N-oxide수율 99.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-(Methoxymethoxy)-2-neopentylpyridine (11.0 g, 52.6 mmol) was dissolved in CH2Cl2 (200 mL) to which mCPBA (18.1 g, 105 mmol) was added, and the mixture was stirred under N2 for about 4 h. The mixture was quenched with 1M NaOH (200 mL) and stirring was continued vigorously for 10 min. The mixture was extracted with CH2Cl2 (2×200 mL), the combined organic layers were washed with saturated NaCl, dried (Na2SO4), and evaporated to give 5-(methoxymethoxy)-2-neopentylpyridine-N-oxide (11.8 g, 99.7% yield) as a brown oil which was used without purification in the next step.

후처리

  1. additionwas added
  2. customThe mixture was quenched with 1M NaOH (200 mL)
  3. stirringstirring
  4. waitwas continued vigorously for 10 min
  5. extractionThe mixture was extracted with CH2Cl2 (2×200 mL)
  6. washthe combined organic layers were washed with saturated NaCl
  7. dry with materialdried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-8ba6029336704029b2fd63a768cb4835
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633315B2

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