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

HRID 73496

反応式

HRID 73496 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dab24a7b0a0444a89e1c98eaca5075d2
出典データセット
uspto-grants-2014_09
特許番号
US08829190B2

関連ノート

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