反应详情

To a solution of spiro[cyclohexane-1,3′-[3H]indol]-2′ (1′H)-one (17.6 g, 0.09 mol) in acetic acid (300 cm3) was added sodium acetate (8.0 g, 0.1 mol) and bromine (14.6 g, 0.091 mol) with stirring. After 30 min. at room temperature, the reaction mixture was partitioned between water and EtOAc. The aqueous phase was extracted twice with EtOAc. The combined organic layers were washed with water, dried (MgSO4) and evaporated and the residue was triturated with hexane. The precipitate was collected, and dried in vacuo to obtain the subtitled compound (16.5 g, 67%) as off-white crystals: mp 196-199° C.; 1H NMR (DMSO-d6) δ 1.62 (m, 10H), 6.8 (d, 1H, J=6.8 Hz), 7.36 (d, 1H, J=8.2, 1.8 Hz), 7.58 (dd, 1H, J=8.2, 1.8 Hz), 10.44 (S, 1H).

1. customthe reaction mixture was partitioned between water and EtOAc
2. extractionThe aqueous phase was extracted twice with EtOAc
3. washThe combined organic layers were washed with water
4. dry with materialdried (MgSO4)
5. customevaporated
6. customthe residue was triturated with hexane
7. customThe precipitate was collected
8. customdried in vacuo