单乙二醇缩4,4′-双环己二酮的合成研究  

Synthesis of Bicyclohexane-4,4′-dione Mono-ethyleneketal

作　　者：徐小明[1] 唐洪[1] 陈兵[1] 徐寿颐[1] 

机构地区：[1]清华大学化学系,北京100084

出　　处：《精细化工》2001年第6期354-355,368,共3页Fine Chemicals

摘　　要：对 4,4′ 双环己二酮的合成以及单保护反应进行了研究 ,在 30℃下 ,用重铬酸作为氧化剂 ,反应 3h ,将 4,4′ 双环己二醇氧化为 4,4′ 双环己二酮 ,产率为 75 4%。在硫酸氢钾催化下 ,用n(乙二醇 )∶n(4 ,4′ 双环己二酮 ) =1 2∶1 0进行脱水缩合反应 ,在甲苯溶液中除去部分未保护的原料 ,在乙酸乙酯溶液中用亚硫酸氢钠提取单保护产物 ,用 ρ(NH3 ) =10 0g/L的氨水脱去亚硫酸氢钠 ,单乙二醇缩 4,4′ 双环己二酮的产率 31% ,气相色谱测定其质量分数为 99 7%Bicyclohexane 4,4′ dione was synthesized and the carbonyl groups were partially protected.Bicyclohexane 4,4′ diol was oxidized to bicyclohexane 4,4′ dione in 75.4% yield by using chromic acid at 30 ℃ for 3 h.Under the catalysis of potassium bisulfate,bicyclohexane 4,4′ dione was subjected to dehydrating condensation with ethylene glycol [n(bicyclohexane 4,4′ dione)∶ n (ethylene glycol)=1 2∶1 0].The unprotected material was partially removed by aqueous sodium bisulfite solution from the toluene solution.By using high concentration aqueous sodium bisulfite solution,bisulfite addition product of bicyclohexane 4,4′ dione mono ethyleneketal formed in ethyl acetate.The addition product was treated with 100 g/L aqueous ammonia to obtain bicyclohexane 4,4′ dione mono ethyleneketal with overall yield of 31% and purity of 99 7% by GC.

关 键 词：4 4′-双环己二酮 单保护 单乙二醇缩4 4′-双环己二酮 合成 

分 类 号：TQ234.21[化学工程—有机化工]