反应详情

温度

80 °C

10,11-Dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-one (European Patent, 1993, 0 25 589 322 A1) (6 g) and N-bromosuccinimide (5 g) in ethyl acetate (100 ml) was irradiated with a 500 W halogen lamp. After 5 hours the reaction mixture was cooled and quenched with brine. The organic layer was collected, dried (MgSO4) and evaporated under reduced pressure. The residue was dissolved in dry dimethylformamide, treated with 1,5-diazabicyclo[4.3.0]non-5-ene (3.5 ml) and heated at 80° C. for 0.25 hours. The cooled reaction mixture was washed with 2M HCl, brine, dried (MgSO4) and evaporated under reduced pressure. Purification was by chromatography eluting with toluene. Yield 4.5 g.

1. temperatureAfter 5 hours the reaction mixture was cooled
2. customquenched with brine
3. customThe organic layer was collected
4. dry with materialdried (MgSO4)
5. customevaporated under reduced pressure
6. dissolutionThe residue was dissolved in dry dimethylformamide
7. additiontreated with 1,5-diazabicyclo[4.3.0]non-5-ene (3.5 ml)
8. customThe cooled reaction mixture
9. washwas washed with 2M HCl, brine
10. dry with materialdried (MgSO4)
11. customevaporated under reduced pressure
12. customPurification
13. washeluting with toluene