Reaktion #304889

Reaktionsgleichung

N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide

phenyltrimethylammonium tribromide

sulfuric acid

→

desired compound

Ausbeute 76.5%

N-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamide

Ausbeute 76.5%

Lösungsmittel

methanol

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added in portions
2. 2
   workup.STIRRINGAfter stirring at RT for 2 h
3. 3
   TemperaturAfter cooling
4. 4
   Extraktionthe aqueous phase was extracted 3 times with ethyl acetate
5. 5
   TrocknenThe combined extracts were dried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe crude product was purified

Vorschrift

N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide (859 mg, for synthesis see example 1) was dissolved in a mixture of methanol (10 ml) and THF (10 ml) and phenyltrimethylammonium tribromide (1.065 g) was added in portions while stirring. After stirring at RT for 2 h, the mixture was heated to 40° C. for a further 3 h. After cooling, the reaction mixture was added to 2 N sulfuric acid and the aqueous phase was extracted 3 times with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated. The crude product was purified using silica gel with ethyl acetate/heptane as the eluent. 480 mg of the desired compound were obtained. LC-MS rt: 1.47 min [M+H]+: 382.0 (met. a)

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