Reaction #1005971

ord-a4113293249a4635ab0350ec192b987b

Reaction equation

CCS(=O)(=O)c1ccccc1C(C)=O
2′-ethylsulfonylacetophenone
C[N+](C)(C)c1ccccc1.C[N+](C)(C)c1ccccc1.C[N+](C)(C)c1ccccc1.[Br-].[Br-].[Br-]
phenyltrimethylammonium tribromide
O=S([O-])([O-])=S.[Na+].[Na+]
sodium thiosulfate
CCS(=O)(=O)c1ccccc1C(=O)CBr
2-bromo-2′-ethylsulfonylacetophenone
Yield 164.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionthe mixture was extracted with t-butyl methyl ether
  2. 2
    WashThe organic layer was washed with water
  3. 3
    Dryingdried over anhydrous magnesium sulfate
  4. 4
    Concentrationconcentrated under reduced pressure

Procedure

A mixture of 1.0 g of 2′-ethylsulfonylacetophenone, 1.86 g of phenyltrimethylammonium tribromide and 10 ml of THF was stirred at room temperature for 3 hours. A 10% aqueous sodium thiosulfate solution was poured to the reaction mixture, and the mixture was extracted with t-butyl methyl ether. The organic layer was washed with water and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure to obtain 1.37 g of 2-bromo-2′-ethylsulfonylacetophenone.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271500B2uspto-grants-2016_03