反应详情

温度

-100 °C

121.0 g of 8-(3-fluorophenyl)-1,4-dioxaspiro[4.5]decane and 61.7 g of potassium tert-butoxide in 700 ml of THF were introduced into the apparatus and cooled to -100° C. 335.6 ml of a 15% solution of butyllithium in hexane were then added dropwise with stirring at -100° C., and the mixture was stirred at the same temperature for a further 30 minutes. A solution of 139.6 g of iodine in 300 ml of THF was then added dropwise with stirring at from -90 to -100° C., and the mixture was stirred for a further 30 minutes, allowed to warm to -25° C. and hydrolysed using 500 ml of water. 37% NaHSO3 solution was then added until the mixture became colorless. The organic phase was then separated off, and the aqueous phase was extracted with 2×200 ml of methyl tert-butyl ether. The combined organic extracts were washed once with 200 ml of sodium chloride solution, dried using sodium sulfate, filtered and evaporated to a residue, giving 8-(3-fluoro-4-iodophenyl)-1,4-dioxaspiro[4.5]decane.

1. stirringthe mixture was stirred at the same temperature for a further 30 minutes
2. stirringwith stirring at from -90 to -100° C.
3. stirringthe mixture was stirred for a further 30 minutes
4. temperatureto warm to -25° C.
5. customThe organic phase was then separated off
6. extractionthe aqueous phase was extracted with 2×200 ml of methyl tert-butyl ether
7. washThe combined organic extracts were washed once with 200 ml of sodium chloride solution
8. customdried
9. filtrationfiltered
10. customevaporated to a residue