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

HRID 358983

Reaktionsgleichung

Reaktionsgleichung von HRID 358983
[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]

Komponenten

4

Edukt 2

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

Produkt 1

HCID 198186716-Methylpyridine-3-carbonitrile 1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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°.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-a78378da87434bf7a8573388e582ea7e
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999364

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