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1,3-二烷氧基丙酮的C-酰基化
C-ACYLATION OF 1, 3-DIALKOXYACETONE
【摘要】 1,3-二烷氧基丙酮(1)证实是很活泼的化合物,它们在Claisen缩合反应条件下发生自缩合,但是可以通过Stork烯胺程序成功地酰化为1,3-二烷氧基-乙酰丙酮(2)和1,3,5-三烷氧基-乙酰丙酮(3)。甲氧基丙酮(4)在与吗啉加热时发生自缩合而不形成烯胺。
【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.
- 【文献出处】 化学学报 ,Acta Chimica Sinica , 编辑部邮箱 ,1982年11期
- 【被引频次】1
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