Dimethylformamide → 1-Ethoxymethoxy-4-pentafluoroethyl benzene

Participants

Reaction Conditions

Reaction Steps

A mixture of 7.5 g of the crude product of 1-ethoxymethoxy-4-iodobenzene, 10.0 g of sodium pentafluoropropionate, 10.27 g of copper(I) iodide, 120 ml of DMF and 45 ml of toluene was stirred at 140 to 150° C. for 1 hour to distill about 40 ml of toluene away. The reaction mixture was refluxed at 160 to 170° C. for further 5 hours, then cooled to room temperature, and added to ice water. To this mixture was added 200 ml of diethyl ether. This mixture was filtered through Celite (registered trademark), and the filtrate was extracted with diethyl ether. The combined organic layers were washed with water and saturated brine and dried over magnesium sulfate. The resulting mixture was concentrated under reduced pressure to obtain 5.45 g of 1-ethoxymethoxy-4-(pentafluoroethyl)benzene.

Provenance & Evidence