m-Chloroperbenzoic acid → 2-Chloro-4-methylpyridine 1-oxide

HRID 37852

反応式

HRID 37852 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[Cl:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N:14]=1>C(Cl)(Cl)Cl>[Cl:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N+:14]=1[O-:9]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 772482-Chloro-4-methylpyridine

生成物 1

HCID 124874842-Chloro-4-methylpyridine 1-oxide収率 464.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

40% meta-chloroperbenzoic acid (13.5 g, 31.4 mmol) was added at ambient temperature to a solution of 2-chloro-4-methyl-pyridine (2.0 g, 1.5 mmol) in chloroform (20 mL) and heated at reflux for 24 h. After allowing to cool, the mixture was washed with water followed by sodium bicarbonate solution. The separated organic phase was further washed with water and brine, dried over anhydrous sodium sulfate and concentrated to give a residue which was purified by column chromatography over silica gel (60-120 mesh) using 10% methanol in ethyl acetate as eluent to afford 2-chloro-4-methyl-pyridine 1-oxide (1.0 g, 45%) as a deep brown oily liquid.

後処理

  1. temperatureheated
  2. temperatureat reflux for 24 h
  3. temperatureto cool
  4. washthe mixture was washed with water
  5. washThe separated organic phase was further washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customto give a residue which
  9. customwas purified by column chromatography over silica gel (60-120 mesh)

出典と根拠

ORDレコード
ord-c2ddec53bd744cd7b5a933c42f3d5d64
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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