Reaktion #157757

Reaktionsgleichung

water

methanol

Oxone

sodium bis(2-methoxyethoxy)aluminum hydride

Water

Oxone

sodium bis(2-methoxyethoxy)aluminum hydride

4-bromo-2-chloro-1-(cyclopropylsulfanyl)benzene

→

title compound

4-Bromo-2-chloro-1-(cyclopropylsulfonyl)benzene

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 18 hours
2. 2
   Extraktionfollowed by extraction with chloroform
3. 3
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe solvent was then evaporated under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (chloroform only)

Vorschrift

Oxone(R) (20.3 g) was added to a solution of 4-bromo-2-chloro-1-(cyclopropylsulfanyl)benzene obtained in Reference Example 5-22 (964 mg) in tetrahydrofuran (20 mL)-methanol (20 mL)-water (10 mL), and the mixture was stirred at room temperature for one day. Oxone(R) (6.8 g) was further added and the mixture was stirred at room temperature for 18 hours. Water was added to the reaction solution, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform only) to give the title compound as a pale yellow amorphous (597 mg, 55%).

Quelle