Reaktion #48045

Reaktionsgleichung

1-(4-bromophenyl)-cyclobutanol

(diethylamino)sulfur trifluoride

→

1-bromo-4-(1-fluoro-cyclobutyl)-benzene

Ausbeute 64.1%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° C
2. 2
   Extraktionthe resulting mixture was extracted with DCM
3. 3
   WaschenThe combined organic extracts were washed with brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigeto give a residue which
8. 8
   Sonstigewas purified by flash column chromatography (100% pentane)

Vorschrift

To a solution of 5.66 g of 1-(4-bromophenyl)-cyclobutanol (24.92 mmol, described in example S2-A) in 70 ml DCM were added 4.23 g of (diethylamino)sulfur trifluoride (95%, 24.92 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 35 min, then sat. NaHCO3— solution was added and the resulting mixture was extracted with DCM. The combined organic extracts were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to give a residue which was purified by flash column chromatography (100% pentane) to give 1-bromo-4-(1-fluoro-cyclobutyl)-benzene (3.66 g, 64%) as a colorless liquid.

Quelle