H. Tang, P. Chang
1982
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0
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Journal
Acta Chimica Sinica
Abstract
Attempted C-acetylation of 1,3-dimethoxyacetone (1a) with ethyl acetate using sodium ethoxide or metallic sodium as condensing agents leads to self-condensation of 1a to give rise to 1,3,5,5′-tetramethoxymesityl oxide (6). 1 can be acy]ated by Stork's procedure.1 is converted readily with morpholine or piperidine to the respective enamines (9 or 10) which undergo acylation with acetyl,methoxyacetyl,ethoxyacetyl,and benzoyl chlorides to form 1,3-dialkoxy (2)and 1,3,5-trialkoxyacetylacetone(3) as well as 1,3-dimethoxy-benzoylacetone Methoxyacetone (4),on the other hand,self-condenses in the presenoe of morpholine so that only an enamine of the self-condensed product (14)can be obtained.