Lithium Hydroxide → 960249-94-9

To a solution of methyl 2-[(difluoromethyl)oxy]-6-fluorobenzoate (800 mg) in anhydrous dioxane (20 ml) was added a solution of lithium hydroxide (260 mg) in water (10 ml). It was stirred for 15 hours, evaporated, dissolved in water (25 ml) and extracted with ethyl acetate (25 ml) and ether (25 ml). The aqueous phase was acidified with 5M hydrochloric acid and extracted with ethyl acetate (2×25 ml). The combined organic phases were washed with water (10 ml) and saturated brine (10 ml), dried over Na2SO4 and evaporated to give an oil which crystallised (616.3 mg). It was triturated with heptane (ca. 10 ml) and filtered off to give the title compound (456 mg).

1. customevaporated
2. dissolutiondissolved in water (25 ml)
3. extractionextracted with ethyl acetate (25 ml) and ether (25 ml)
4. extractionextracted with ethyl acetate (2×25 ml)
5. washThe combined organic phases were washed with water (10 ml) and saturated brine (10 ml)
6. dry with materialdried over Na2SO4
7. customevaporated
8. customto give an oil which
9. customcrystallised (616.3 mg)
10. customIt was triturated with heptane (ca. 10 ml)
11. filtrationfiltered off

ORD record

ord-0cf77176b0b042bc981ba51d11c8b308

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08247377B2