Sodium Sulfite → 4-Bromo-2,5-dimethylpyridine 1-oxide

HRID 1502350ノート

反応式

HRID 1502350 の反応式
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([CH3:9])[CH:3]=1.ClC1C=CC=C(C(OO)=[O:18])C=1.C(=O)(O)[O-].[Na+].S([O-])([O-])=O.[Na+].[Na+]>ClCCl>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][N+:5]([O-:18])=[C:4]([CH3:9])[CH:3]=1

参加物

6

反応物 4

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 223175304-Bromo-2,5-dimethylpyridine

生成物 1

HCID 544438594-Bromo-2,5-dimethylpyridine 1-oxide収率 76%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Bromo-2,5-dimethylpyridine (500 mg, 2.69 mmol) was added dropwise to a solution of m-chloroperbenzoic acid (816 mg, 3.55 mmol) in dichloromethane (10 mL) at ambient temperature. The mixture was stirred at room temperature for 17 hours, poured into saturated aqueous sodium bicarbonate and sodium sulfite (2 mL, 1.0M), and extracted twice into ethyl acetate. The combined organic phases were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford a yellow crystralline solid (413 mg) which was used without further purification. LCMS: M+H+=202 & 204.

後処理

  1. extractionextracted twice into ethyl acetate
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cdf8e6fd579d44f6b119adc5b69cc513
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

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