Reaktion #168226

Reaktionsgleichung

3-chloro-5-(3-methoxyphenyl)isonicotinonitrile

3-chloroperbenzoic acid

→

3-chloro-4-cyano-5-(3-methoxyphenyl)pyridine 1-oxide

Ausbeute 93.9%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 1 M sodium sulfite (25 mL), 1 N NaOH (2×25 mL)
2. 2
   Trocknendried (MgSO4)
3. 3
   Einengenconcentrated

Vorschrift

A solution of 3-chloro-5-(3-methoxyphenyl)isonicotinonitrile (1.60 g, 6.54 mmol) and 77% 3-chloroperbenzoic acid (5.86 g, 26.2 mmol) in dichloromethane (60 mL) was stirred at room temperature for 16 h. The mixture was diluted with dichloromethane (100 mL), washed with 1 M sodium sulfite (25 mL), 1 N NaOH (2×25 mL), brined (25 mL), dried (MgSO4) and concentrated to give crude 3-chloro-4-cyano-5-(3-methoxyphenyl)pyridine 1-oxide as white solid (1.60 g). The crude material was used in the next step without purification. MS (ES+) m/z: 261 (M+H); LC retention time: 2.933 min (analytical HPLC Method A).

Quelle