Water → HCID 22416140, compound

Participants

Reaction Steps

To 20.0 g of 2,3,5,6-tetrafluorophenol (1) dissolved in 100 mL of methyl ethyl ketone (MEK) there were added 18.3 g of potassium carbonate, 4.26 g of tetrabutylammonium bromide (TBAB) and 18.1 g of bromobutane dissolved in 50 mL of MEK, with heating under reflux for 4 hours. After cooling and addition of water, the organic layer was separated and the aqueous layer was extracted with diethyl ether. The organic layers were combined, were washed with saturated brine, and were then dried over anhydrous magnesium sulfate. The solvent was evaporated to yield 24.4 g (110 mmol) of 4-butoxy-2,3,5,6-tetrafluorobenzene (2).

Provenance & Evidence