反应详情

11.42 g (50 mmol) of (-)-1,2,3,4-tetrahydro1,4a,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 medium was maintained under stirring at room temperature for 2 h, 30 min, then poured into ice-cold water and extracted with 500 ml of ethyl ether. After rinsing with water, drying over magnesium sulfate, filtration and evaporation, 13.8 g (90w) of the expected compound, melting at 119.8° C., were isolated after chromatography on silica in hexane; αD =+4.60 (c=1, chloroform).

1. additionwere treated dropwise with a solution
2. temperatureThe reaction medium was maintained
3. additionpoured into ice-cold water
4. extractionextracted with 500 ml of ethyl ether
5. washAfter rinsing with water
6. dry with materialdrying over magnesium sulfate, filtration and evaporation, 13.8 g (90w) of the expected compound, melting at 119.8° C.
7. customwere isolated after chromatography on silica in hexane