Water → HCID 58559582, compound

Magnesium bromide etherate (34 g, 110 mmol) and a stir bar were added to a 2000 mL round bottom flask. The flask was sealed and flushed with nitrogen. Anhydrous diethyl ether (400 mL) was added via canulla. A solution of γ-linolenyl mesylate (20 g, 58 mmol) in anhydrous ether (300 mL) was then added, and the suspension stirred overnight. The suspension was poured into 500 mL of chilled water and transferred to a 2000-mL separating funnel. After shaking, the organic phase was separated. The aqueous phase was then extracted with ether (2×250 mL) and all ether phases combined. The ether phase was washed with water (2×250 mL), brine (250 mL) and dried over anhydrous Mg2SO4. The solution was filtered, concentrated and purified by flash chromatography. Final yield 18.9 g, 99%.

1. customThe flask was sealed
2. customflushed with nitrogen
3. additionAnhydrous diethyl ether (400 mL) was added via canulla
4. customseparating funnel
5. stirringAfter shaking
6. customthe organic phase was separated
7. extractionThe aqueous phase was then extracted with ether (2×250 mL)
8. washThe ether phase was washed with water (2×250 mL), brine (250 mL)
9. dry with materialdried over anhydrous Mg2SO4
10. filtrationThe solution was filtered
11. concentrationconcentrated
12. custompurified by flash chromatography

ORD record

ord-6204f04e367b4188bbd812e674bb78ea

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08865675B2