Tetramethoxysilane → 8-Chloro-1,1-dimethyl-1,2,5,6-tetrahydrobenzo[f]quinolin-3-one

Beteiligte Stoffe

Reaktionsschritte

A suspension of 127 g (0.7 mol) of 6-chloro-2-tetralone, 70.0 g (0.7 mol) of 3,3-dimethylacrylamide, 63.6 ml (0.42 mol) of tetramethoxysilane and 85.3 g (0.56 mol) of cesium fluoride in 400 ml of toluene is boiled under reflux for 18 hours. Distillation of the solvent in a vacuum, extraction with methylene chloride/water, chromatography on silica gel with ethyl acetate/hexane (1:1) and recrystallization from methylene chloride/hexane yields 8-chloro-1,1-dimethyl-1,2,5,6-tetrahydrobenzo[f]-quinolin-3-one as white crystals with melting point 213°.

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