Methyl iodide → 3-Methoxy-1-methylpyridin-2-one

HRID 539513

반응식

HRID 539513 반응식
[CH3:1][O:2][C:3]1[C:4](=[O:9])[NH:5][CH:6]=[CH:7][CH:8]=1.[OH-].[K+].[CH3:12]I>CO.O.C(Cl)(Cl)Cl>[CH3:12][N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]1=[O:9]

참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 887313-Methoxy-2-pyridone

생성물 1

HCID 5870243-Methoxy-1-methylpyridin-2-one수율 89.8%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6212Chloroform용매

실험 절차

To a stirring reaction mixture of 3-methoxypyridine-2-one (0.2 g, 1.6 mmol) and KOH (0.18 g, 3.2 mmol) in methanol was added MeI (0.68 g, 4.8 mmol) dropwise in condenser equipped round bottom flask. After overnight stirring at room temperature revealed quantitative formation of product. Reaction mixture was then diluted with water (35 mL) and CHCl3 (40 mL). Organic layer was washed with water (1×35 mL), brine (1×30 mL) and dried over Na2SO4 and solvent was evaporated in vacua to yield pure 141a (0.20 g, 89%) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 6.66 (m, 1H), 6.35 (d, J=7.4 Hz, 1H), 5.83 (t, J=7.1 Hz, 1H), 3.52 (s, 3H), 3.28 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 158.01, 149.56, 128.81, 111.91, 104.31, 55.44, 37.10.

후처리

  1. customequipped round bottom flask
  2. customReaction mixture
  3. washOrganic layer was washed with water (1×35 mL), brine (1×30 mL)
  4. dry with materialdried over Na2SO4 and solvent
  5. customwas evaporated in vacua

출처 및 근거

ORD 기록
ord-d82537a4ccee495a8f1d49727f011359
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871728B2

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