반응 #53736

반응 방정식

4-fluoro-1-methylsulfinyl-2-nitrobenzene

3-chloroperoxybenzoic acid

→

4-fluoro-1-methylsulfonyl-2-nitrobenzene

수율 85.6%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.WAITis then left
2. 2
   기타to reheat to a temperature in the region of 20° C
3. 3
   여과It is then filtered through sintered glass
4. 4
   세척the solid is washed with dichloromethane
5. 5
   세척The filtrate is washed with an aqueous sodium hydrogencarbonate solution
6. 6
   건조with water, dried over magnesium sulfate
7. 7
   workup.ADDITIONtreated with 3S black
8. 8
   여과filtered
9. 9
   농축concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C
10. 10
    기타The residue thus obtained
11. 11
    기타is purified by chromatography on a column of 125 g of silice (particle size 40-63 μm)
12. 12
    세척eluting with pure dichloromethane
13. 13
    workup.ADDITIONThe fractions containing the expected product
14. 14
    농축concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C

실험 절차

4-Fluoro-1-methylsulfonyl-2-nitrobenzene can be obtained in the following way: 1.3 g of 4-fluoro-1-methylsulfinyl-2-nitrobenzene in 15 ml of dichloromethane are added dropwise to a suspension, stirred at a temperature in the region of −5° C. under argon, of 1.5 g of 3-chloroperoxybenzoic acid in 15 ml of dichloromethane. The reaction mixture is then stirred at a temperature in the region of 0° C. for 30 minutes and is then left to reheat to a temperature in the region of 20° C. It is then filtered through sintered glass and the solid is washed with dichloromethane. The filtrate is washed with an aqueous sodium hydrogencarbonate solution then with water, dried over magnesium sulfate, treated with 3S black, filtered and then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The residue thus obtained is purified by chromatography on a column of 125 g of silice (particle size 40-63 μm), eluting with pure dichloromethane. The fractions containing the expected product are pooled and concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. 1.2 g of 4-fluoro-1-methylsulfonyl-2-nitrobenzene are thus obtained in the form of a yellow foam (Rf=0.43, silica gel thin layer chromatography, eluent: dichloromethane)).

출처