反応 #935

反応方程式

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

溶媒

water

反応条件

後処理

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

実験手順

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.

出典