1,4-二氧螺[4.4]壬烷-7-甲酸甲酯的合成研究

Synthesis of Methyl 1,4-Dioxaspiro[4.4]nonane-7-carboxylate

以3-氧代环戊烷甲酸甲酯和乙二醇为原料,对甲苯磺酸(TsOH)为催化剂,甲苯为反应溶剂,回流反应12 h,得到目标化合物1,4-二氧螺[4.4]壬烷-7-甲酸甲酯,其结极经^1H NMR和GC-MS确证。并对影响反应收率的因素进行了考察,最佳反应条件为:物料比n(乙二醇)∶n(3-氧代环戊烷甲酸甲酯)=2∶1;催化剂用量n(TsOH)∶n(3-氧代环戊烷甲酸甲酯)=0.05∶1;溶剂为甲苯;回流反应12h。在最佳反应条件下,目标产物收率为62.3%。

1,4-Dioxaspiro[4.4]nonane-7-carboxylate was synthesized from methyl 3-oxocyclopentanecarboxylate and ethylene glycol in the presence of 4-methylbenzenesulfonic acid. The structure of the product was confirmed by ^1H NMR and ESI-MS. The optimal reaction conditions were determined as follows: n(ethylene glycol):n(methyl3-oxocyclopentanecarboxylate)=2:1, n(Ts OH):n(methyl 3-oxocyclopentanecarboxylate)=0.05:1, the reaction time 12 h,using toluene as solvent. Under above conditions, the yield of 1,4-dioxaspiro[4.4]nonane-7-carboxylate reached 62.3%.