反应详情

温度

-78 °C

Commercially available n-butyl lithium (1.59 M hexane solution, 45.0 mmols) was slowly dropped in a THF solution of 4.55 g (45.0 mmols) of commercially available diisopropylamine, cooled to −78° C. After stirring for 1 hour, this solution was slowly dropped in a separately prepared solution, cooled to −78° C., of 4.97 g (18.0 mmols) of 3-(dibutoxyphosphoryl)thiophene dissolved in THF, followed by stirring for 2 hours at a standing temperature. Thereafter, 14.6 g (45.0 mmols) of commercially available tributylstannyl chloride was dropped, followed by stirring for 4.5 hours. After completion of the reaction, a disodium hydrogen phosphate/sodium dihydrogen phosphate buffer solution, adjusted to pH=7, was added so as to complete the reaction, followed by extraction with ethyl acetate. The organic phase was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting crude product was purified with a silica gel column (gradiated from hexane with ethyl acetate:hexane=1:10) to obtain the specified substance in the form of a transparent oil at a yield of 12.35 g (yield: 80%). The thus obtained substance was used as it is for reaction in Example 12(17).

1. additionthis solution was slowly dropped in a separately prepared solution
2. stirringby stirring for 2 hours at a standing temperature
3. stirringby stirring for 4.5 hours
4. customAfter completion of the reaction
5. additionwas added so as
6. customthe reaction
7. extractionfollowed by extraction with ethyl acetate
8. washThe organic phase was washed with a saturated saline solution
9. dry with materialdried over anhydrous sodium sulfate
10. customThe solvent was removed
11. distillationby distilling off under reduced pressure
12. customthe resulting crude product was purified with a silica gel column (gradiated from hexane with ethyl acetate:hexane=1:10)
13. customto obtain the specified substance in the form of a transparent oil at a yield of 12.35 g (yield: 80%)
14. customis for reaction in Example 12(17)