Bromination of isophorone with excess of bromine in carbon tetrachloride at 0° gave 2,4,6‐tribromo‐3‐bromomethyl‐5, 5‐dimethyl‐2‐cyclohexenone which on further treatment with bromine afforded 2,4,6, 6‐tetrabromo‐3‐bromomethyl‐5, 5‐dimethyl‐2‐cyclohexenone. Bromination of isophorone and 4‐bromoisophorone at 25° gave rasp. 2,6,6‐tribromo‐ and 2,4,6‐tribromo‐3‐dibromomethyl‐5,5‐dimethyl‐2‐cyclohexenone.
The possible rearrangement in dimethylformamide and the catalytic hydrogenation of the bromo compounds were investigated. The reaction of isophorone oxide with hydrogen bromide did not give brominated products.
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