反应详情

11.42 g (50 mmol) of (-)-1,2,3,4-tetra-hydro-1,4a,9b-trimethyl-1,4-methanodibenzofuran obtained in Example 1 were dissolved in 110 ml of tetrahydrofuran and were treated dropwise with a solution containing 8.9 g of N-bromosuccinimide (NBS) in 50 ml of dimethylformamide (DMF). The reaction mixture was maintained under stirring at room temperature for 2 h, 30 min, and was then poured into ice-cold water and extracted with 500 ml of ethyl ether. After rinsing with water, drying over magnesium sulfate, filtering and evaporating, 13.8 g (90%) of the expected derivative, melting at 119.8° C., were isolated after chromatography on silica in hexane.

1. additionwere treated dropwise with a solution
2. temperatureThe reaction mixture was maintained
3. additionwas then poured into ice-cold water
4. extractionextracted with 500 ml of ethyl ether
5. washAfter rinsing with water
6. dry with materialdrying over magnesium sulfate
7. filtrationfiltering
8. customevaporating
9. custom13.8 g (90%) of the expected derivative, melting at 119.8° C., were isolated after chromatography on silica in hexane