Hydrochloric Acid → HCID 71087315, compound

Participants

Reaction Steps

To a reaction vessel under an argon atmosphere, 41.5 g of 4,4′-di-t-butyl-biphenyl and 500 ml of THF were added, and the resultant solution was cooled to 0° C. Thereto, 2.16 g of metal lithium was added a little at a time, and stirring was carried out for 3 hours. Next, a THF 100 ml solution of 20.0 g of 4-chloromethyl-4′-propylbicyclohexane was slowly added dropwise, and stirring was carried out for another 3 hours. Then 9.00 g of tetrafluoroethylene was added to allow reaction for 30 minutes while returning to room temperature. The resultant reaction mixture was poured into 500 ml of 1N hydrochloric acid, and mixing was carried out. Then, 500 ml of toluene was added to separate layers to an organic layer and an aqueous layer, and an extraction operation was performed. The resultant organic layer was sequentially washed with 1N hydrochloric acid and water, and the resultant solution was dried over anhydrous magnesium sulfate. The resultant solution was concentrated under reduced pressure, a residue was purified by fractionation by means of column chromatography (silica gel; heptane), and thus 21.9 g of 4-propyl-4′-(2,3,3-trifluoroallyl)-1,1′-bicyclohexane (T-2) was obtained. Yield from compound (T-1) was 93%.

Provenance & Evidence