反应详情

Bromine (0.2 ml, 3.8 mmol, 1.2 eq.) was added to a mixture of AlCl3 (1.04 g, 7.8 mmol, 2.5 eq.) and 3,3-dimethyl-indan-1-one (500 mg, 3.1 mmol) at 100° C. and the reaction mixture was heated at same temperature for 40-45 min. TLC (10% ethyl acetate/hexanes) showed the major product formation with little starting material and dibromo product. The reaction mass was quenched with crushed ice and extracted with ethyl acetate (3×50 ml). The organic part was separated, dried over Na2SO4 and evaporated under reduced pressure. The crude compound was purified by column chromatography (silica gel, 10% ethyl acetate/hexanes) to give the desired compound as a pale yellow solid. Yield: 27% (280 mg, 0.85 mmol).

1. temperaturethe reaction mixture was heated at same temperature for 40-45 min
2. customThe reaction mass was quenched with crushed ice
3. extractionextracted with ethyl acetate (3×50 ml)
4. customThe organic part was separated
5. dry with materialdried over Na2SO4
6. customevaporated under reduced pressure
7. customThe crude compound was purified by column chromatography (silica gel, 10% ethyl acetate/hexanes)