m-Chloroperbenzoic acid → 4-(4-isopropyl-phenyl)-pyridine-N-oxide

HRID 628833ノート

反応式

HRID 628833 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:21]>ClCCl>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][N+:13]([O-:21])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acid2 回HCID 229510894-(4-Isopropylphenyl)pyridine

生成物 1

HCID 692333644-(4-isopropyl-phenyl)-pyridine-N-oxide収率 78.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Part B. A solution of 4-(4-isopropyl-phenyl)-pyridine (1.01 g, 5.1 mmol) in dichloromethane (20 mL) is cooled to 0° C., and a solution of m-chloroperoxybenzoic acid (1.33 g, 7.6 mmol) in dichloromethane (20 mL) is added dropwise. The mixture is allowed to warm to ambient temperature over 12 h. with stirring, then heated to reflux for 2 h. An excess of m-chloroperoxybenzoic acid (0.5 g) is added, and reflux continued for 2 h. The solution is cooled and washed successively with 10% aq. sodium sulfite, 10% aq. sodium carbonate and saturated brine. The organic phase is dried over anhydrous magnesium sulfate and evaporated. The residue is separated by flash chromatography to afford 4-(4-isopropyl-phenyl)-pyridine-N-oxide (0.85 g, 78%).

後処理

  1. temperatureheated
  2. temperatureto reflux for 2 h
  3. temperaturereflux
  4. temperatureThe solution is cooled
  5. washwashed successively with 10% aq. sodium sulfite, 10% aq. sodium carbonate and saturated brine
  6. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  7. customevaporated
  8. customThe residue is separated by flash chromatography

出典と根拠

ORDレコード
ord-110aa4dd2e394564ad89aa603fd11b83
出典データセット
uspto-grants-2016_04
特許番号
US09315467B2

反応ノート

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