Thionyl Chloride → 1-[3,3-Dimethylbut-1-en-1-yl]-2-nitrobenzene

Participants

Reaction Steps

To 40 g (179 mmol) of 3,3-dimethyl-1-(2-nitrophenyl)butan-2-ol in 400 ml of toluene at room temperature are added 23.44 g (197 mmol) of thionyl chloride, and the mixture is boiled under reflux for 2 h. After washing with 100 ml of saturated sodium bicarbonate solution and distilling the organic phase at 116° C./12 mbar, 20 g (48% of theory) of 1-[(1E)-3,3-dimethylbut-1-en-1-yl]-2-nitrobenzene are obtained.

Provenance & Evidence