Reaktion #9330

Reaktionsgleichung

NaHCO3

TBSOTf

3-1

1-(4-Bromo-phenyl)-cyclobutanol

triethylamine

→

3-2

Ausbeute 93.0%

[1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silane

Ausbeute 93.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe resulting mixture was extracted with ethyl acetate (3×30 mL)
2. 2
   Waschenthe combined ethyl acetate solution was washed with brine
3. 3
   TrocknenThe solution was then dried (Na2SO4)
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   SonstigePurification by flash chromatography on silica gel (hexanes)

Vorschrift

TBSOTf (360 μL, 1.57 mmol) was added to a 0° C. solution of 3-1 (235 mg, 1.04 mmol) and triethylamine (450 μL, 3.23 mmol) in dichloromethane (3 mL). The reaction was allowed to warm to room temperature and after 1 h, saturated NaHCO3 solution was added. The resulting mixture was extracted with ethyl acetate (3×30 mL) and the combined ethyl acetate solution was washed with brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (hexanes) gave 3-2 (329 mg, 93%).

Quelle