Reaktion #304892

Reaktionsgleichung

sodium hydrogencarbonate

phenyltrimethylammonium tribromide

1-[3-Methoxy-5-(pentafluorosulfanyl)phenyl]ethanone

water

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title compound

Ausbeute 105.4%

2-Bromo-1-[3-methoxy-5-(pentafluorosulfanyl)phenyl]ethanone

Ausbeute 105.4%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring at RT for 2 h
2. 2
   Extraktionextracted three times with EA
3. 3
   ExtraktionThe alkaline water phase was extracted 3× with EA
4. 4
   TrocknenThe combined organic phases were dried over magnesium sulfate
5. 5
   Filtrationafter the desiccant had been filtered off
6. 6
   Sonstigedried under reduced pressure
7. 7
   SonstigeThe residue was purified by means of preparative HPLC (
8. 8
   Extraktionextracted three times with EA
9. 9
   TrocknenThe combined organic phases were dried over magnesium sulfate
10. 10
    Filtrationafter the desiccant had been filtered off
11. 11
    Sonstigedried under reduced pressure

Vorschrift

1-[3-Methoxy-5-(pentafluorosulfanyl)phenyl]ethanone (O2.007; 1.63 g) was dissolved in THF (150 ml), and phenyltrimethylammonium tribromide (2.2 g) was added at RT while stirring. After stirring at RT for 2 h, the mixture was admixed with water, neutralized with sodium hydrogencarbonate solution and extracted three times with EA. The alkaline water phase was extracted 3× with EA. The combined organic phases were dried over magnesium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. The residue was purified by means of preparative HPLC (met. A). The product fractions, each of them clean, were combined, freed of the acetonitrile under reduced pressure, neutralized with sodium hydrogencarbonate and extracted three times with EA. The combined organic phases were dried over magnesium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. 1.27 g of the title compound were isolated. LC-MS rt: 1.65 min [M+H]+: 354.9 (met. b)

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