Abstract
The by-product described in the title is shown to be 2-acetyl-4,7-diethoxycarbonyl-1,6-dimethylnaphthalene by hydrolysis and decarboxylation to 2-acetyl-1,6-dimethylnaphthalene. Since the 1,6-relationship of the methyls is known the acetyl was degraded to a methyl group via a haloform reaction, metal hydride reduction, and hydrogenolysis. The product was shown to be 1,2,6-trimethylnaphthalene by side-chain tribromination to give 1,2,6-tribromomethylnaphthalene, identical with an authentic specimen and different from 1,4,6-tribromomethyl-naphthalene. The origin of the naphthalene is considered.
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