Polymer(Korea), Vol.5, No.6, 467-472, December, 1981
2-Methoxy-1, 3-oxazolidin-4-one의 합성에 관한 연구
Syntheses and Characterization of 2-Methoxy-1,3-oxazolidin-4-one
초록
Glycolic Amide와 과량의 trimethyl orthoformate를 산촉매를 사용하여 100℃에서 6∼7시간 반응시켜 2-methoxy-1, 3-oxazolidin-4-one을 합성하였다. (수율 약 40% ; m.p. 45∼46℃) 이 화합물의 구조를 IR과 NMR분석에 의하여 확인하였다. 특히 2-methoxy-1, 3-oxazolidin-4-one은 KOH, K2CO8, n-BuLi등의 강염기와 50∼80℃에서 반응시켰을 때 쉽게 분해되는 경향이 있었으며 중합이 진행되지 않았다. 또 촉매없이 120℃이상의 온도에서는 methanol을 생성하며 분해반응을 일으켰다. 이에 관하여는 DTA, TGA 및 여러조건 아래에서 실제의 열분해 반응에 의해서 검토되었다.
2-Methoxy-1,3-oxazolidin-4-one was prepared by the reaction of glycolic amide with excess trimethyl orthoformate in the presence of acidic catalyst. Its structure was identified by IR and NMR spectral analysis. The ring-opening polymerization mas attempted with strong base via the activated monomer mechanism. It was however found that 2-methoxy-1,3-oxazolidin-4-one was sensitive to strong base and decomposed thermally generating methanol. This was confirmed by DTA and TGA as well as actual trapping of methanol under high vacuum.