Hydrochloric Acid → HCID 69530634, compound

Participants

Reaction Steps

1.5 g of sodium borohydride was added to a mixture of 20.5 g of 2-propionyl-1,8-difluorofluorene (K-2) and 100 ml of methanol at a temperature of −10° C., and the temperature was gradually raised, and then held at 0° C. for two hours to allow the reaction to proceed. Following completion of the reaction, 30 ml of 1N dilute hydrochloric acid was added to the cooled reaction mixture, and the methanol was then removed by evaporation under reduced pressure. The residue was then extracted into 100 ml of toluene. The organic layer was washed with 100 ml of water. Following drying, 1.0 g of p-toluenesulfonic acid monohydrate was added, and the mixture was refluxed under heat for one hour. The reaction mixture was then cooled to room temperature, 7 ml of a 1N aqueous solution of sodium bicarbonate was added to neutralize the mixture, and the mixture was then washed with 100 ml of water. Following drying, the solvent was removed by evaporation to yield 19.3 g (crude product) of 2-(propen-1-yl)-1,8-difluorofluorene (K-3). This product was used without purification in the subsequent reaction.

Provenance & Evidence