反应详情

To a solution of 3.84 g (23.13 nmole) of 4-hydroxy-3-n-propylbenzyl alcohol dissolved in 70 mL of anhydrous DMF was added 9.04 g (27.7 mmol) of cesium carbonate and the reaction mixture was magnetically stirred at room temperature for 15 minutes. Methyl α-bromo-3,4-methylenedioxyphenylacetate (7.58 g; 27.7 mmol) was added and the reaction mixture was then stirred for an additional 14 hours at room temperature under a nitrogen atmosphere. The reaction was then partitioned between 5% aqueous citric acid (700 mL) and EtOAc (100 mL) and extracted. The organic layer was separated, washed with saturated aqueous NaCl, dried (MgSO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 40% EtOAc-hexane. The purified fractions were combined, evaporated, and dried in vacuo to afford 6.74 g (81%) of the title compound as a yellow oil.

1. stirringthe reaction mixture was then stirred for an additional 14 hours at room temperature under a nitrogen atmosphere
2. customThe reaction was then partitioned between 5% aqueous citric acid (700 mL) and EtOAc (100 mL)
3. extractionextracted
4. customThe organic layer was separated
5. washwashed with saturated aqueous NaCl
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. customevaporated
9. customThe residue was purified on a silica gel flash chromatography column
10. washeluted with 40% EtOAc-hexane
11. customevaporated
12. customdried in vacuo