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A one-step synthesis of 2,6-disubstituted anilines from aliphatic compounds

✍ Scribed by P. Camps; C. Jaime; J. Molas


Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
222 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis


A one-step synthesis of 2,6-disubstituted anilines by reaction of enamines derived from acyclic ketones of the type RCH2COCH2R' and 1,3-dichloro-1,3-dimethoxypropane is described. We have recently described the preparation of 2,4-dialkoxybicyclop.2.1]octan-8-ones1 and 2,4-dimethoxybicyclop.3.1]nonan-g-ones ' by condensation of the appropriate 1,3-dichloro-1,3-dialkoxypropane with N-(cyclopent-1-en-1-yl)pyrrolidine and N-(cyclohex-l-en-1-yl)pyrrolidine, respectively. We describe in this communication a medium yield preparation of 2,6-disubstituted anilines by reaction of enamines3 derived from acyclic ketones of the type RCH2COCH2R' with 1,3-dichloro-1,3-dimethoxypropane! X Cl OMe X H CHp-R' + LH2 R EtN(i-Pr)n


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