Methyl iodide → 3-Methoxy-6-methyl-2-nitropyridine

HRID 73496

반응식

HRID 73496 반응식
[CH3:1][C:2]1[N:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([OH:11])=[CH:4][CH:3]=1.[C:12]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH3:12][O:11][C:5]1[C:6]([N+:8]([O-:10])=[O:9])=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 848016-Methyl-2-nitropyridin-3-ol

생성물 1

HCID 27279653-Methoxy-6-methyl-2-nitropyridine

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
50 °C

실험 절차

Commercially available 6-Methyl-2-nitro-pyridin-3-ol (Aldrich) (5.09 g, 33 mmol) in acetone (50 mL) was treated with K2CO3 (5.47 g, 39.6 mmol) and MeI (3.09 mL, 49.5 mmol). The orange suspension was heated to 50° C. for 90 hours. After evaporation of the solvent in vacuo the crude mixture was treated with 1N NaOH (50 mL) and extracted with EtOAc (2×50 mL) the combined organic phases was washed with brine (2×50 mL), dried over Na2SO4, filtered and concentrated in vacuo. 3-Methoxy-6-methyl-2-nitro-pyridine was obtained as a yellow solid.

후처리

  1. customAfter evaporation of the solvent in vacuo the crude mixture
  2. additionwas treated with 1N NaOH (50 mL)
  3. extractionextracted with EtOAc (2×50 mL) the combined organic phases
  4. washwas washed with brine (2×50 mL)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-dab24a7b0a0444a89e1c98eaca5075d2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829190B2

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