反应详情

For Wittig-Horner olefination, 3.64 g of potassium-tertbutylate is added at -20° C. to a solution of 9.41 g of-2-oxo-decyl-phosphonic acid dimethyl ester in 280 ml of tetrahydrofuran and stirred for 20 minutes at this temperature. Then, a solution of 4.5 g of 3-tert-butyldimethylsilyloxymethylbenzaldehyde (see example 18A) in 150 ml of tetrahydrofuran is instilled in this solution and stirred for one hour at -20° C. It is poured on 500 ml of saturated ammonium chloride solution, extracted with ethyl acetate, the organic phase is washed neutral with brine, dried on sodium sulfate and concentrated by evaporation in a vacuum. The residue thus obtained is chromatographed on silica gel. With hexane/5-20% ethyl acetate, 6.5 g of 1-[3-(tert-butyldimethylsilyloxymethyl)-phenyl]-(1E)-undecen-3-one is obtained as colorless oil.

1. stirringstirred for one hour at -20° C
2. extractionextracted with ethyl acetate
3. washthe organic phase is washed neutral with brine
4. customdried on sodium sulfate
5. concentrationconcentrated by evaporation in a vacuum
6. customThe residue thus obtained
7. customis chromatographed on silica gel