反应详情

77 mg (2.55 retool) of 80% sodium hydride in oil are added to 1 g (2.42 mmol) of methyl 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthoate in solution in 10 ml of DMF. After 1 h 30 min of stirring, 230 ml (2.42 mmol) of bromopropanol are added to this reaction medium which is left stirring for 12 hours at room temperature, under nitrogen. The reaction medium is poured into water, acidified to pH=1 with concentrated HCl and extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulphate, filtered and evaporated. The residue is chromatographed on silica in dichloromethane, and crystallized from the dichloromethane/hexane mixture to give 600 mg (53%) of the expected derivative which melts at 201.9° C.

1. waitis left
2. stirringstirring for 12 hours at room temperature, under nitrogen
3. extractionextracted with ethyl acetate
4. washThe organic phase is washed with water
5. dry with materialdried over magnesium sulphate
6. filtrationfiltered
7. customevaporated
8. customThe residue is chromatographed on silica in dichloromethane
9. customcrystallized from the dichloromethane/hexane mixture
10. customto give 600 mg (53%) of the expected derivative which melts at 201.9° C.