m-Chloroperbenzoic acid → 6-Methylpyridine-3-carbonitrile 1-oxide

HRID 358983

反応式

HRID 358983 の反応式
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:18])C=1>ClCCl>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([CH3:1])=[N+:3]([O-:18])[CH:4]=1)#[N:7]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 2819956-Methylpyridine-3-carbonitrile

生成物 1

HCID 198186716-Methylpyridine-3-carbonitrile 1-oxide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 6-methylnicotinonitrile (4.15 g) and 3-chloroperbenzoic acid (8.3 g) in dichloromethane (200 ml) was stirred under an argon atomosphere at room temperature for 16h. The dichloromethane was evaporated under reduced pressure and the residue purified by flash column chromatography on silica (K60), using ethyl acetate and then methanol: dichloromethane (1:9 by volume) as eluting solvent to give 5-cyano-2-methylpyridine-1-oxide, mp 133.5°.

後処理

  1. customThe dichloromethane was evaporated under reduced pressure
  2. customthe residue purified by flash column chromatography on silica (K60)
  3. washmethanol: dichloromethane (1:9 by volume) as eluting solvent

出典と根拠

ORDレコード
ord-a78378da87434bf7a8573388e582ea7e
出典データセット
uspto-grants-1991_03
特許番号
US04999364

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