Potassium Carbonate → HCID 57582351, compound

Temperature

85 °C

To a solution of 2-bromo-4-fluorophenol (500 mg, 2.62 mmol) in acetonitrile (5 ml) was added potassium carbonate (1090 mg, 7.85 mmol) followed by 3-bromotetrahydrofuran (1000 mg, 6.62 mmol) and the resulting solution was heated to 85° C. in a Reacti-vial™ for 72 hours. The reaction mixture was cooled then the solvents removed in vacuo. tert-Butyl-dimethyl ether (20 ml) and sodium hydroxide (10% aqueous solution) (10 ml) were added and the layers were separated. The organic layer was washed with further sodium hydroxide (10% aqueous solution) (10 ml) then saturated brine solution (10 ml). The organic layer was then dried over anhydrous MgSO4 (s), filtered and evaporated in vacuo to afford crude title compound as a yellow oil (983 mg, >100%). Material was taken on without further purification.

1. temperatureThe reaction mixture was cooled
2. customthe solvents removed in vacuo
3. additiontert-Butyl-dimethyl ether (20 ml) and sodium hydroxide (10% aqueous solution) (10 ml) were added
4. customthe layers were separated
5. washThe organic layer was washed with further sodium hydroxide (10% aqueous solution) (10 ml)
6. dry with materialThe organic layer was then dried over anhydrous MgSO4 (s)
7. filtrationfiltered
8. customevaporated in vacuo

ORD record

ord-7ff0aedd413442ef94c5b438ab4cc5bb

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08134007B2