反应详情

A solution of 3-methoxy-5,5-dimethyl-cyclohex-2-enone (80 g, 0.52 mol) in anhydrous tetrahydrofuran (270 mL) was treated dropwise with a 1 M solution of LiAlH4 in tetrahydrofuran (182 mL), under argon atmosphere and keeping the temperature of the reaction between 0° C. and 5° C. The temperature was allowed to rise to 25° C. and the mixture was stirred for 4 hours. The resulting slurry was cooled with an ice bath, quenched with ethyl acetate (30 mL) and poured with caution into a cooled 2 M H2SO4 solution. The aqueous solution was then extracted with diethyl ether (300 mL×3), dried on Na2SO4 and evaporated under reduced pressure to remove most of the solvent. The crude material contained the title compound as a low boiling point oil that was used in the next step without further purification.

1. customthe temperature of the reaction between 0° C. and 5° C
2. customto rise to 25° C.
3. temperatureThe resulting slurry was cooled with an ice bath
4. customquenched with ethyl acetate (30 mL)
5. additionpoured with caution into a cooled 2 M H2SO4 solution
6. extractionThe aqueous solution was then extracted with diethyl ether (300 mL×3)
7. customdried on Na2SO4
8. customevaporated under reduced pressure
9. customto remove most of the solvent
10. customwas used in the next step without further purification