反应详情

温度

-65 °C

A solution of 25 g of 1,1-dimethylethyl(1R,cis)2,2-dimethyl-3-(2',2'-dibromovinyl)-cyclopropane-carboxylate in 250 ml of tetrahydrofuran was admixed with 48 ml of a 20% solution of butyllithium in cyclohexane with stirring at -65° C. and the mixture was stirred for one hour at -65° C. 9.6 ml of phenyl chloroformate were added to mixture which was then stirred at -65° C. for one hour. The temperature was allowed to return to room temperature while the stirring was maintained and the mixture was poured into a saturated aqueous solution of monosodium phosphate. The mixture was extracted with ether and the ether phase was washed with water and dried. The 24.6 g of oil residue was chromatographed over silica gel and was eluted with a 9-1 cyclohexane-ethyl acetate mixture to obtain 14.4 g of 1,1-dimethylethyl(1R,cis)2,2-dimethyl-3-[3-oxo-3-phenoxy-1-propynyl]-cyclopropane-carboxylate.

1. stirringthe mixture was stirred for one hour at -65° C
2. stirringwas then stirred at -65° C. for one hour
3. customto return to room temperature while the stirring
4. temperaturewas maintained
5. extractionThe mixture was extracted with ether
6. washthe ether phase was washed with water
7. customdried
8. customThe 24.6 g of oil residue was chromatographed over silica gel
9. washwas eluted with a 9-1 cyclohexane-ethyl acetate mixture