Réaction #48045

Équation de réaction

1-(4-bromophenyl)-cyclobutanol

(diethylamino)sulfur trifluoride

→

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

Rendement 64.1%

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Autreat 0° C
2. 2
   Extractionthe resulting mixture was extracted with DCM
3. 3
   LavageThe combined organic extracts were washed with brine
4. 4
   Séchagedried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated in vacuo
7. 7
   Autreto give a residue which
8. 8
   Autrewas purified by flash column chromatography (100% pentane)

Mode opératoire

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.

Source