Oxidation and Claisen condensation products of 3-nitro-o-xylene
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39690001935
Abstract
When 3-nitro-o-xylene was oxidised with chromyl acetate, the methyl group remote from the nitro-group was attacked, yielding 2-methyl-3-nitrobenzylidene diacetate. The adjacent methyl group reacted with diethyl oxalate under the conditions of the Claisen condensation; oxidation of the product gave 2-methyl-6-nitrophenyl-acetic acid which, on reductive cyclisation, gave 4-methyloxindole.
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Journal Name：Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4
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