反应详情

Magnesium bromide etherate (17 g, 55 mmol) and a stir bar were added to a 500 mL round bottom flask. The flask was sealed and flushed with nitrogen and anhydrous diethyl ether (200 mL) added via cannula. A solution of phytanyl mesylate (23) (10.9 g, 28.9 mmol (FW=377)) in anhydrous ether (50 mL) was also added via canulla, and the suspension stirred overnight. The following morning a precipitate had formed on the side of the flask. Chilled water (200 mL) was added (ppte dissolved) and the mixture transferred to a 1000-mL separating funnel. After shaking, the organic phase was separated. The aqueous phase was then extracted with ether (2×150 mL) and all ether phases combined. The ether phase was washed with water (2×150 mL), brine (150 mL) and dried over anhydrous Mg2SO4. The solution was filtered, concentrated, and purified by flash chromatography. Final yield 9.5 g (26.3 mmol, 91.1%).

1. customThe flask was sealed
2. customflushed with nitrogen and anhydrous diethyl ether (200 mL)
3. additionadded via cannula
4. customThe following morning a precipitate had formed on the side of the flask
5. dissolution(ppte dissolved)
6. customseparating funnel
7. stirringAfter shaking
8. customthe organic phase was separated
9. extractionThe aqueous phase was then extracted with ether (2×150 mL)
10. washThe ether phase was washed with water (2×150 mL), brine (150 mL)
11. dry with materialdried over anhydrous Mg2SO4
12. filtrationThe solution was filtered
13. concentrationconcentrated
14. custompurified by flash chromatography