反应详情

A 1.0 M solution of trimethylsilylmethyl lithium in pentane (160 ml) was added with stirring to a solution of 50.5 g of 3-chloro-2-methoxymethoxy-2'-methoxymethoxybenzophenone in 500 ml of tetrahydrofuran over a 45 min period. There was a mild exotherm. Analysis by gas-liquid chromatography indicated the reaction was incomplete so another 10 ml of the trimethylsilylmethyl lithium solution was added. After a 20 min reaction period 7.3 g of potassium t-butoxide were added and the reaction was heated to reflux with a heating mantle and held there for 40 min. The mixture was then allowed to cool and was diluted with 1 1 of ether. The ethereal solution was extracted with 6-300 ml portions of water and 200 ml of brine, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 50.2 g of the title compound as a pale orange oil. The proton NMR spectrum was consistent with the assigned structure.

1. additionwas added
2. additionwere added
3. temperaturethe reaction was heated
4. temperatureto reflux with a heating mantle
5. temperatureto cool
6. extractionThe ethereal solution was extracted with 6-300 ml portions of water and 200 ml of brine
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated by evaporation under reduced pressure