Reaktion #325065

Reaktionsgleichung

bicarbonate

diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester

allyltrimethylsilane

trimethylsilyltriflate

→

title compound

Ausbeute 82.0%

1-But-3-enyl-4-cyclohexyl-benzene

Ausbeute 82.0%

Lösungsmittel

dimethoxy-ethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   Waschenwashed with water
3. 3
   Trocknendried (sodium sulfate)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe material was purified by chromatography on silica gel
7. 7
   Wascheneluting with ethyl acetate/heptane

Vorschrift

To a stirred mixture of diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester (1 g, 2.56 mmol) and 1.22 ml (7.69 mmol) of allyltrimethylsilane in 12 ml of dry dimethoxy-ethane at 0° C. was added 0.46 ml of trimethylsilyltriflate. The mixture was stirred at 0° C. for 1 h, poured into saturated bicarbonate, extracted with ethyl acetate, washed with water, dried (sodium sulfate) filtered and concentrated. The material was purified by chromatography on silica gel, eluting with ethyl acetate/heptane to provide 0.45 g of the title compound.

Quelle