Cyclo-hexanecarbonitrile

A 25-ml Schlenk tube was charged with the step 2 product mixture (1.76 or 2.00 g) dissolved in 2 or 9 ml of either THF or toluene. All samples were free radically initiated using either 2,2 -azobis(isobutyrylnitrile) (Vazo 64) or l,l -azobis(cyclo-hexanecarbonitrile) (Vazo 88). Each tube was then sealed with a rubber septum and then degassed by three cycles of freeze-thaw pumping and then heated to 60°C for selected times. After cooling to ambient temperature, the mixture was precipitated in 20 ml petroleum ether and then isolated and washed with cold petroleum ether and the product isolated. 

Hydroxy-1 -cyclo-hexanecarbonitrile 2-Hydroxy-3,5-diiodobenzoic acid 2 -Hydroxy-4, 6 -di-methylaceto-phenone... 

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