摘要
研究了螺［５．５］十一烷－３－酮新的合成路线，即环己酮１经环氧化生成１－氧杂螺［２．５］辛烷２；２再与路易斯酸作用发生氢重排生成甲酰环己酮３；３与甲基乙烯酮在酸的催化下经迈克尔加成反应得到１－螺［５．５］十一烯－３－酮４；最后经加氢生成目的产物螺［５．５］十一烷－３－酮５，总收率为２８．９％，反应步骤少。
A new routine concerning the synthesis of spiroundecan 3 one is proposed. Firstly, the epoxidation of cyclohexanone 1 produces 1 oxaspirooctane 2. By the action of Lewis acid, the hydrogen rearrangement is achieved, yielding cyclohexyl formaldehyde 3. Furthermore, with the catalysis of acid the Michael addition reaction of cyclohexyl formaldehyde with methyl vinyl ketone leads to the spiroundecene 1 one 3 4. Finally, the spiroundecane 3 one is obtained in virtue of the hydrogenation 5. The overall yield was 28.9%.
出处
《天津大学学报》
EI
CAS
CSCD
1996年第4期516-520,共5页
Journal of Tianjin University(Science and Technology)
关键词
螺十一烷酮
合成
螺杂环化合物
spiroundecane 3 one, hydrogen rearrangement, Michacl addition reaction
