<正>由β 蒎烯合成了诺卜醇,再由诺卜醇合成了诺卜乙基醚。用高锰酸钾的碱性溶液氧化诺卜乙基醚,由于产物分离困难,故通过设计的路线得到主要产物的乙醇酯,经MS,IR,1HNMR和13CNMR分析后确定其结构为cis 2,2 二甲基 3 (β 乙氧基丙酰基)环丁烷乙酸乙酯。由GC MS分析确定了8个产物的结构,为2,2 二甲基 3 (β 乙氧基丙酰基)环丁酮、cis 2,2 二甲基 3 (β 乙氧基丙酰基)环丁烷乙酸、3 羟基 cis 2,2 二甲基 3 (β 乙氧基丙酰基)环丁烷乙酸、1 羟基 cis 2,2 二甲基 3 (β 乙氧基丙酰基)环丁烷乙酸、2,3 二羟基诺卜乙基醚、5 羟基 2,3 环氧诺卜乙基醚、1 羟基 2,3 环氧诺卜乙基醚、1,5 二羟基 2,3 环氧诺卜乙基醚。结果表明:碱性高锰酸钾氧化诺卜乙基醚首先生成2,3 二醇,进一步继续氧化断裂得到环丁烷羧酸,或者脱水后得到2,3 环氧化合物。

Nopol and nopyl ethyl ether were synthesized from β-pinene,and nopyl ethyl ether was oxidized by basic potassium permanganate solution.The results are as follows:(1)The structures of 8 products were identified by GC-MS,they were 2,2-dimethyl-3-(β-ethoxypropionyl)cyclobutanone,cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,3-hydroxy-cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,1-hydroxy-cis-2,2-dimeth-yl-3-(β-ethoxypropionyl) cyclobutaneacetic acid,2,3-dihydroxy-nopyl ethyl ether,5-hydroxy-2,3-epoxynoyl ethyl ether,1-hydroxy-2,3-epoxynopyl ethyl ether,1,5-dimethyl-2,3-epoxynopyl ethyl ether.(2)Because the isolation of the products was very difficult,so an ester of a main product was isolated through a designed process,and its structure was identified by IR,MS,~1H NMR and~(13)C NMR.It was cis-2,2-dimethyl-3-(β-ethoxypropionyl) cyclobutaneacetate.(3)The results suggested that the first product of this action was 2,3-dihydroxy-nopyl ethyl ether,which could be further cleaved to produce cyclobutaneacetic acid or dehydrated to produce 2,3-epoxide.