Hydrochloric Acid → HCID 86726592, compound

Participants

Reaction Steps

To triphenylphosphine dibromide (129.6 mg, 0.3070 mmol), distilled dichloromethane (2 ml) was added under a nitrogen atmosphere and dissolved. Then a solution prepared by dissolving 1-iodo-4-(diallylethoxysilyl)benzene (13) (100 mg, 0.2791 mmol) into a distilled dichloromethane (1 ml) was added, stirred at room temperature for 3 hours. After stirring, diethyl ether solution of 1M allylmagnesium bromide (0.6978 ml, 0.6978 mmol) was added dropwise, stirred at room temperature for 2 hours. The reacted mixture was cooled down to 0° C., then diluted with water to stop the reaction. 10% hydrochloric acid was added until all salt was completely dissolved. The obtained organic layer was separated and the obtained water layer was extracted with dichloromethane. The collected organic layer was each washed with saturated sodium bicarbonate aqueous solution and saturated saline solution in this order, then dried over anhydrous magnesium sulfate, then filtered and condensed under reduced atmosphere, obtaining a crude product. The crude product was passed through a silica gel short column (eluent: hexane/ethyl acetate=10/1). As is shown in the following chemical reaction equation, 1-iodo-4-(triallylsilyl)benzene (14) was obtained (yield: 81.4 mg, yield (%): 82%).

Provenance & Evidence