反应详情

温度

0 °C

A biphasic mixture of AD-mix-α (6.907 g) in tert-butanol (24.5 mL)/H2O (24.5 mL) was cooled to 0° C. and 1-chloro-3-methyl-2-vinylnaphthalene (4D) (1.00 g, 4.93 mmol) was added. The reaction mixture was stirred for 8 h at 0° C. Sodium sulfite (7.4 g) was added at 0° C. and the reaction was stirred for 40 minutes to give a white mixture. The mixture was diluted with dichloromethane and H2O. The mixture was extracted with dichloromethane (3×) and the combined organic layer was dried (MgSO4), filtered, concentrated and purified by flash column chromatography (silica gel, 0 to 100% ethyl acetate/hexanes) to give 4E as a white solid (0.920 g).

1. stirringthe reaction was stirred for 40 minutes
2. customto give a white mixture
3. extractionThe mixture was extracted with dichloromethane (3×)
4. dry with materialthe combined organic layer was dried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by flash column chromatography (silica gel, 0 to 100% ethyl acetate/hexanes)