反应详情

温度

-78 °C

To a solution of diisopropylamine (527 μl) in THF (5 ml) under nitrogen at −78° C. is added, dropwise, butyl lithium, 2.5M solution in hexane (1.32 ml) and the reaction allowed to stir at −78° C. for 20 minutes. This solution is then added dropwise to a solution of 3-methoxy-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone (691 mg) in THF (5 ml) under nitrogen at −78° C. and the resulting solution allowed to stir for a further 30 minutes. A solution of 3-furaldehyde (377 mg) in THF (1 ml) is then added in one portion and the reaction is allowed to warm to room temperature and stirred for a further 30 minutes. The reaction is quenched by the addition of saturated ammonium chloride (50 ml) and extracted with ethyl acetate (50 ml). The organic layer is removed and purified by automated flash chromatography to give 5-(furan-3-yl-hydroxy-methyl)-3-methoxy-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone (784 mg)

1. stirringto stir for a further 30 minutes
2. temperatureto warm to room temperature
3. stirringstirred for a further 30 minutes
4. customThe reaction is quenched by the addition of saturated ammonium chloride (50 ml)
5. extractionextracted with ethyl acetate (50 ml)
6. customThe organic layer is removed
7. custompurified by automated flash chromatography