m-Chloroperbenzoic acid → 2-(Methoxycarbonyl)-3-methylpyridine 1-oxide

HRID 2201578노트

반응식

HRID 2201578 반응식
[CH3:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)Cl>[CH3:11][O:10][C:8]([C:3]1[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][N+:4]=1[O-:20])=[O:9]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 12264487Methyl 3-methylpyridine-2-carboxylate

생성물 1

HCID 727140222-(Methoxycarbonyl)-3-methylpyridine 1-oxide수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of methyl 3-methylpicolinate (2 g, 14.8 mmol) and m-CPBA (3 g, 17.8 mmol) in DCM (35 mL) was stirred at RT overnight. Then the mixture was washed with NaHSO3 (a.q.) and concentrated in vacuum. The residue was purified by column chromatography (DCM:MeOH=200:1) to give the product of 2-(methoxycarbonyl)-3-methylpyridine 1-oxide (1.89 g, yield: 79%). 1H-NMR (CDCl3, 400 MHz) δ 8.05 (d, J=6.0 Hz, 1H), 7.18 (t, J=8.4 Hz, 1H), 7.10 (d, J=8.0 Hz, 1H), 3.95 (s, 3H), 2.23 (s, 3H). MS (M+H)+: 168.

후처리

  1. washThen the mixture was washed with NaHSO3 (a.q.)
  2. concentrationconcentrated in vacuum
  3. customThe residue was purified by column chromatography (DCM:MeOH=200:1)

출처 및 근거

ORD 기록
ord-b40c89c2bfba4f2088bb4080541338d9
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09364482B2

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