Tetrahydrofuran → 5'-Fluoro-2'-Formyl-4-Methylsulfonyl biphenyl

HRID 376448Notes

Reaction equation

HRID 376448 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:16]=[O:17])=[C:6]([C:8]2[CH:13]=[CH:12][C:11](SC)=[CH:10][CH:9]=2)[CH:7]=1.O[O:19][S:20]([O-:22])=O.[K+].[CH2:24]1COCC1>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:16]=[O:17])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:20]([CH3:24])(=[O:22])=[O:19])=[CH:10][CH:9]=2)[CH:7]=1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 193619465'-Fluoro-2'-Formyl-4-MethylthiobiphenylHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 193619415'-Fluoro-2'-Formyl-4-Methylsulfonyl biphenyl

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolvent2×

Procedure

5'-Fluoro-2'-formyl-4-methylthiobiphenyl (10 mmol) (Example 1E) in THF (20 ml) is charged dropwise with oxone® (6 mmol) and tetrabutylammonium hydrogensulfate (1 mmol) in water (15 ml). The mixture is stirred at room temperature for 1 hour. The suspension is poured into water (300 ml), the precipitate is filtered off, is washed with water and is dried in vacuo to give the title product.

Workup

  1. filtrationthe precipitate is filtered off
  2. washis washed with water
  3. customis dried in vacuo

Sources & evidence

ORD record
ord-382c66dc8b9d4744a64ecbb415b1b451
Source dataset
uspto-grants-2000_02
Patent number
US06020379

Reaction notes

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