Sodium Methoxide → 2-Methoxy-3-nitro-5-tert-butyl pyridine

HRID 277721ノート

反応式

HRID 277721 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][N:3]=1.[CH3:15][O-:16].[Na+]>CO>[CH3:15][O:16][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 222177285-(tert-Butyl)-2-chloro-3-nitropyridine

生成物 1

HCID 222177832-Methoxy-3-nitro-5-tert-butyl pyridine収率 41%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-chloro-3-nitro-5-tert-butyl pyridine (30 mg, 0.14 mmol) in anhydrous MeOH (1.5 mL) under nitrogen was added a solution of sodium methoxide (1.57 g sodium in 40 mL anhydrous MeOH) (85 uL, 0.14 mmol). The reaction was heated in a sealed tube in an oil bath set at 80-90° C. overnight. The volatiles were removed in vacuo, the residue taken up in EtOAc (15 mL), washed with water (10 mL), brine (10 mL), dried (magnesium sulfate), filtered and evaporated to dryness. Flash chromatography of the residue on silica gel (10% EtOAc in hexanes) gave the desired 2-methoxy-3-nitro-5-tert-butyl pyridine as a glassy yellow solid (12 mg, 0.057 mmol, 41%).

後処理

  1. temperatureThe reaction was heated in a sealed tube in an oil bath
  2. customThe volatiles were removed in vacuo
  3. washwashed with water (10 mL), brine (10 mL)
  4. dry with materialdried (magnesium sulfate)
  5. filtrationfiltered
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-279e1e9fe7eb4b559731e478dc750615
出典データセット
uspto-grants-2002_03
特許番号
US06358945B1

反応ノート

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