Potassium tert-butoxide → HCID 57582372, compound

To an ice cooled solution of the 2-bromo-1-(2-chloroethoxy)-4-fluorobenzene (Preparation 87, 1.2 g, 4.73 mmol) in anhydrous tetrahydrofuran (15 ml) under nitrogen was added solid potassium tert-butoxide (1.06 g, 9.47 mmol) portion-wise over 5 minutes. The resultant solution was allowed to attain room temperature then stirring was continued for 72 hours. The reaction mixture was evaporated in vacuo. tert-Butyldimethyl ether (25 ml) and water (25 ml) were added and the layers were separated. The organic extract was washed with saturated brine solution (20 ml) then dried over anhydrous MgSO4 (s), filtered and evaporated in vacuo to afford the crude title compound as a yellow oil (745 mg, 73%). Material was taken on without further purification.

1. customto attain room temperature
2. customThe reaction mixture was evaporated in vacuo
3. additiontert-Butyldimethyl ether (25 ml) and water (25 ml) were added
4. customthe layers were separated
5. extractionThe organic extract
6. washwas washed with saturated brine solution (20 ml)
7. dry with materialthen dried over anhydrous MgSO4 (s)
8. filtrationfiltered
9. customevaporated in vacuo

ORD record

ord-ce647bb12ed14c59b39b8096fa8e6f93

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08134007B2