Abstract
Cyclododecanone is readily alkylated with benzyl halides (ArCH2X) to give 2-benzylcyclododecanones under conditions of phase transfer catalysis. Under the action of polyphosphoric acid 2-benzylcyclododecanone undergoes cyclization to give 1,2,3,4,5,6,7, 8,9,10-decahydrocyclododeca[b]indene. It also reacts with NOCl to give 12-hydroxyimino-2-benzylcyclododecanone, which enters the Beckmann rearrangement to afford 2-benzyl-1,12-dodecandioic acid.
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