Tetrabutylammonium Fluoride → HCID 57825052, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl-{3-[1-(4-methoxy-3-methyl-phenyl)-vinyl]-phenoxy}-dimethyl-silane (7.1 g, 19.8 mmol, 1.0 eq) was dissolved in 50 mL of dry tetrahydrofuran, the solution was cooled to 0° C. 21.8 mL of a tetrabutylammonium fluoride solution (1 M tetrahydrofuran, 21.8 mmol, 1.1 eq) was added and the mixture was allowed to warm up to room temperature. After 1 hour LCMS which showed complete conversion to the desired product. Water was added to the reaction mixture which was then extracted with ethyl acetate. The organic fraction was collected and dried with over sodium sulfate The crude product was purified by flash chromatography eluting with cyclohexane/ethylacetate (100:0 to 90:10). 5.3 g of clean product was obtained as colorless liquid (yield: 95%)

Provenance & Evidence