Reaktion #935

Reaktionsgleichung

m-chloroperbenzoic acid

sodium bisulfite

2-fluoro-6-[(3-methoxyphenyl)thio]benzonitrile

2-Fluoro-6-[(3 -methoxyphenyl)thio]benzonitrile

m-chloroperbenzoic acid

→

2-Fluoro-6-[(3-methoxyphenyl)sulfinyl]benzonitrile

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe H2O solution was extracted with EtOAc
2. 2
   TrocknenAfter drying over MgSO4 and solvent removal
3. 3
   Sonstigethe resultant crude product was purified by flash column chromatography on silica gel with methylene chloride as the eluent
4. 4
   SonstigeThis resulted in 1.7 g of 2-fluoro-6-[(3-methoxyphenyl)sulfinyl]benzonitrile as a solid

Vorschrift

To a solution of 2 g (7.7 mmol) of 2-fluoro-6-[(3-methoxyphenyl)thio]benzonitrile (Example 13) was added portionwise 1.6 g (9.3 mmol) of m-chloroperbenzoic acid. The resultant mixture was stirred for 24 h. Additional 0.16 g of m-chloroperbenzoic acid was added and the resultant mixture was stirred for 15 min. Excess sodium bisulfite was added, followed by water. The H2O solution was extracted with EtOAc. After drying over MgSO4 and solvent removal, the resultant crude product was purified by flash column chromatography on silica gel with methylene chloride as the eluent. This resulted in 1.7 g of 2-fluoro-6-[(3-methoxyphenyl)sulfinyl]benzonitrile as a solid: mp 103°-111° C.

Quelle