Sulfuric Acid → HCID 178463285, compound

Participants

Reaction Conditions

Reaction Steps

In a 50 mL Claisen flask under an argon atmosphere, a mixture of 10.6 g (46.3 mmol) of 21, 20.2 g (97.2 mmol) of Si(OEt)4, and 9.03 g (50.9 mmol) of 2,6-diisopropylaniline was heated to 170° C., and then 0.37 mL of 96% H2SO4 was added. This mixture was stirred at this temperature for 5 hr, and the formed ethanol was slowly distilled off. Later, 300 mL of cold water was added, and the product was extracted with 2×100 mL of ether. The combined extract was dried over K2CO3 and then evaporated to dryness. The product was isolated by flash-chromatography on silica gel 60 (40-63 um, eluent: hexanes and then hexanes-diethyl ether, 100:1, vol.). The isolated product was washed with 3×30 mL of hexanes and dried in vacuum. This procedure gave 14.7 g (82%) of yellowish solid.

Provenance & Evidence