Ishikawa's Reagent [Fluorinating Reagent]

Experimental procedure: A solution of Ishikawa's reagent (13 g, 60 mmol) in diethyl ether (50 mL) is dropped into a solution of 1-octanol (6.5 g, 50 mmol) in diethyl ether (30 mL) at 0-5 °C. After stirring for 4 h, the reaction mixture is thrown into water and extracted with diethyl ether. The extract is washed with water, dried over magnesium sulfate, and evaporated to remove the solvent. The residue is distilled to give 1-fluorooctane (5.4 g, 82%), bp 145-146 °C.