δ-辛内酯的改进合成

Improved synthesis of δ-octalactone

以正丁醇和戊烯酸甲酯为起始原料,通过两步反应合成高纯度的δ-辛内酯。首先在加热条件下,经自由基引发的双键加成得到6-羟基癸酸甲酯,再将6-羟基癸酸甲酯在酸性条件下内酯化得到δ-辛内酯。合成物的结构经核磁共振仪(NMR),傅里叶红外光谱仪(FT-IR)和气相色谱-质谱联用仪(GC-MS)表征。结果表明反应总产率达27%。该路线与传统工艺相比,全部采用化工中易得的原料,工艺简便,易于工业化。

A novel two-step synthetic route for δ-octalactone was reported. In the two-step route,methyl 6-hydroxydecanoate was prepared at first from 1-butanol and methyl pent-4-enoate raw materials. The first step was an addition reaction initiated by radicals. And via lactonization of methyl 6-hydroxydecanoate under acidic conditions,δ-octalactone was synthesized. The structures of the compounds were confirmed by nuclear magnetic resonance（ NMR）,Fourier transform infrared spectrometer（ FT-IR） and gas chromatography mass spectrometer（ GC-MS）. The result showed that the total yield of the route was27%. The main advantage of the route laid in its facility for commercial production thus raw materials were easy to get from chemical industry.