Chloride → HCID 11096896, compound

Participants

Reaction Conditions

Reaction Steps

There were put 10 g of fluorene manufactured by Wako Pure Chemical Industries, Ltd., and 10.1 g of potassium tert-butoxide manufactured by Aldrich Chemical Company in a 200 mL round-bottom flask. To the resultant mixture, 120 mL of dry N,N-dimethylformamide manufactured by Wako Pure Chemical Industries, Ltd. were added. While stirring the mixture at 50° C. under a nitrogen atmosphere, 5.86 mL of allyl chloride manufactured by Kanto Chemical Co., Inc. were added dropwise thereto over two hours. The mixture was stirred for 8 hours at 50° C., and 10.1 g of potassium tert-butoxide manufactured by Aldrich Chemical Company were added thereto, and then, 5.86 mL of ally chloride manufactured by Kanto Chemical Co., Inc. were added dropwise thereto over two hours. The mixture was stirred at 50° C. overnight. The reaction mixture was added to 900 mL of water, and 300 mL of hexane were added to the resultant mixture. The resultant organic layer was extracted with ether three times. The extract was washed with water four times, and was further washed with dilute hydrochloric acid and water, respectively. The washed extract was dried over anhydrous magnesium sulfate manufactured by Nacalai Tesque, Inc. The dried mixture was subjected to evaporation to remove the solvents contained therein. The obtained liquid was distilled in vacuo, thereby obtaining 12.8 g of 9,9-diallylfluorene as a yellow and oily fraction at 90° C. under a pressure of 4 mmHg.

Provenance & Evidence