Реакция #937

Уравнение реакции

2-[(3,5-Dimethylphenyl)thio]-6-fluorobenzonitrile

OXONE

→

2-[(3,5-dimethylphenyl)sulfinyl]-6-fluorobenzonitrile

Выход 47.0%

Растворители

water

methanol

Условия реакции

Обработка

1. 1
   workup.STIRRINGAfter stirring 1.5 h
2. 2
   Другоеthe solid was removed by vacuum filtration
3. 3
   Промывкаwashed with 3×50 ml of methanol
4. 4
   КонцентрированиеThe filtrate was concentrated to dryness
5. 5
   Другоеchromatographed on silica
6. 6
   Другоеget (flash; Hex/EtOAc 2:1)

Методика

2-[(3,5-Dimethylphenyl)thio]-6-fluorobenzonitrile (Example 18) (1.0 g, 3.9 mmol) was dissolved in 100 ml of methanol. A solution of OXONE®.dagger. (2.63 g, 4.3 mmol) in 15 ml of water was added dropwise with stirring. After stirring 1.5 h, the solid was removed by vacuum filtration and washed with 3×50 ml of methanol. The filtrate was concentrated to dryness and chromatographed on silica get (flash; Hex/EtOAc 2:1) to provide 0.5 g (47%) of 2-[(3,5-dimethylphenyl)sulfinyl]-6-fluorobenzonitrile: mp 146°-147° C.

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