反应详情

To magnesium (106 mg), tetrahydrofuran (3.5 mL), 5-bromo-3-cyclobutyl-1-diethoxymethyl-2-methoxybenzene (1.33 g) and a 0.97M methylmagnesium bromide-tetrahydrofuran solution (1.32 mL) was added, and then the mixture was stirred at room temperature for 1.5 hours. The reaction solution was cooled to 0° C. and stirred under a carbon dioxide atmosphere for 15 hours, and then 2N hydrochloric acid (10 mL) was added and the mixture was stirred at mom temperature for 1 hour. The organic solvent was distilled off under reduced pressure and then extracted with diisopropylether. The organic layer was extracted with 1N sodium hydroxide added thereto, and then the aqueous layer was washed twice with diisopropylether. The aqueous layer was acidified with 4N hydrochloric acid added thereto, and then extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (458 mg) as a brown solid.

1. temperatureThe reaction solution was cooled to 0° C.
2. stirringstirred under a carbon dioxide atmosphere for 15 hours
3. stirringthe mixture was stirred at mom temperature for 1 hour
4. distillationThe organic solvent was distilled off under reduced pressure
5. extractionextracted with diisopropylether
6. extractionThe organic layer was extracted with 1N sodium hydroxide
7. additionadded
8. washthe aqueous layer was washed twice with diisopropylether
9. additionadded
10. extractionextracted with ethyl acetate
11. washThe organic layer was washed with saturated brine
12. dry with materialdried over anhydrous sodium sulfate
13. distillationThe solvent was distilled off under reduced pressure