Reaktion #48832

ord-e9d217611dd942d58da602e9cc758320

Reaktionsgleichung

O=S(=O)(Cl)c1cc(F)c(F)cc1F
2,4,5-Trifluorophenyl sulfonyl chloride
O=S([O-])[O-].[Na+].[Na+]
sodium sulfite
O=C([O-])O.[Na+]
sodium bicarbonate
O=C(O)CBr
bromoacetic acid
CS(=O)(=O)c1cc(F)c(F)cc1F
desired compound
Ausbeute 66.5%
CS(=O)(=O)c1cc(F)c(F)cc1F
1,2,4-Trifluoro-5-(methylsulfonyl)benzene
Ausbeute 66.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    Temperaturheated to 150° C. for 300 seconds
  3. 3
    Temperaturto cool
  4. 4
    Sonstigewas removed by filtration
  5. 5
    Sonstigedried in vacuo

Vorschrift

2,4,5-Trifluorophenyl sulfonyl chloride (279 mg) was added to a solution of sodium sulfite (306 mg) and sodium bicarbonate (153 mg) in water (4 mL). The mixture was heated to 150° C. in a sealed microwave vial for 400 seconds and allowed to cool. The mixture was treated with bromoacetic acid (253 mg) in water (1 mL), and heated to 150° C. for 300 seconds then allowed to cool, following which the precipitate was removed by filtration and dried in vacuo to give the desired compound (169 mg). The material was used without further purification. 1H NMR δ (d6-DMSO): 3.35 (s, 3H), 7.87-8.01 (m, 2H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745475B2uspto-grants-2010_06