O-Xylene → 1,7-Bis(4-nitrophenoxybutyl)-1,1,3,3,5,5,7,7-octamethyltetrasiloxane

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Reaction Steps

To a solution of the above 4-(3-butenyloxy)nitrobenzene (1) (4.27 g; 22.1 mmol), 1,1,3,3,5,5,7,7-octamethyltetrasiloxane (2.97 g; 9.98 mmol) dissolved in 20 mL of toluene and Karsted catalyst (0.25 mL; a 2% xylene solution of platinum divinyl tetramethyldisiloxane complex) were added. The reaction solution was heated to reflux for 21 hours in a nitrogen atmosphere, and then subjected to a reduced pressure to remove toluene. The obtained materials were purified by column chromatography to obtain a light yellow oily material of 1,7-bis(4-nitrophenoxybutyl)-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (2b) (5 g, 75% of yield) represented by the following formula.

Provenance & Evidence