反-4-(反-4-正丙基环己基)-环己基甲醛的合成新方法

A NOVEL SYNTHESIS OF trans-4-(trans-4-n-PROPYLCYCLOHEXYL)CYCLOHEXYL ALDEHYDE

以顺/反-4-(反-4-正丙基环己基)-环己基甲酸为起始原料,经酰氯化、加氢及异构化反应制得反-4-(反-4-正丙基环己基)-环己基甲醛。较佳合成工艺条件为:四氢呋喃为反应溶剂,Pd/CaCO3为催化剂,m(Pd/CaCO3)∶m[顺/反-4-(反-4-正丙基环己基)-环己基甲酰氯]=0.3∶1,反应温度为20℃,反应时间为12h,顺/反-4-(反-4-正丙基环己基)-环己基甲醛收率为90%,纯度为94.8%(GC);甲醇和二氯甲烷为反应溶剂,m[顺/反-4-(反-4-正丙基环己基)-环己基甲醛]∶m(KOH)=1∶0.1,反应温度为0～5℃,反应时间为1h,反-4-(反-4-正丙基环己基)-环己基甲醛收率为86.9%,纯度为95.5%,总收率为78.2%。产物结构经1 HNMR、IR及GC-MS确认。

trans-4-（trans-4-n-Propylcyclohexyl）cyclohexyl aldehyde was obtained from cis/trans-4- （trans-4-n-propylcyclohexyl）cyclohexyl carboxylic acid as the starting material via three steps inclu- ding acylation, hydrogenation and isomerization reaction. The process conditions were optimized： tet- rahydrofuran as reaction solvent, Pd/CaCO3 as catalyst, m（Pd/CaC03） ：m（cis/trans-4-（trans-4-n- propylcyclohexyl）cyclohexyl carbonyl chloride）：0.3 ： 1, reaction temperature was 20 ℃, reaction time was 12 h, cis/trans- 4- （trans-4-n-propylcyclohexyl） cyclohexyl aldehyde was obtained with yield of 90% and purity of 94.8%（GC）;Methanol and dichloromethane as reaction solvent, m（cis/trans-4- （trans-4＇-n-propylcyclohexyl）cyclohexyl aldehyde） ： m（KOH）：1 ： 0.1, reaction temperature was 0 - 5 ℃, reaction time was 1 h, trans-4-（trans-4-n-propylcyclohexyl）cyclohexyl aldehyde was prepared with yield of 86.9% and purity of 95.5%（GC）. The total yield was 78.2%. The product was con- firmed by 1H NMR, IR and GC-MS.