2,4-dihydroxybenzophenone 유도체의 효율적인 합성에 관한 연구

Abstract

2,4-Dihydroxybenzophenone의 유도체들은 자외선 흡수제로 이용되고 있는데, 본 논문에서는 2,4-dihydroxybenzophenone에 alkylating reagent를 첨가하여 그 유도체를 합성하였다. 2,4-Dihydroxybenzophenone을 반응물질로 하여, potassium carbonate의 존재하에서 methyl iodide, dimethyl sulfate, ethyl iodide 및 ethyl bromide를 반응시킨 결과, 생성된 화합물은 2-Hydroxy-4-methoxybenzophenone (Ⅰ), 2,4-Dimethoxybenzophenone (Ⅱ), 2-Hydroxy-4-ethoxybenzophenone (Ⅲ) 및 2,4-Diethoxybenzophenone (Ⅳ) 이다. 화합물 (Ⅰ)은 alkylating reagent로 methyl iodide를 사용했을 때가 dimethyl sulfate를 사용했을 때보다 더 높은 수득율을 얻었고 화합물 (Ⅱ)의 합성에서는 dimethyl sulfate가 methyl iodide 보다 더 많은 수득율을 나타냈다. 화합물 (Ⅲ)의 합성에서는 alkylating reagent로써 ethyl iodide가 ethyl bromide보다 더 효과적이며 60℃에서 3시간 반응했을 때의 수득율과, 40℃에서 5시간 반응했을 때의 수득율이 비슷하게 나타났다.;Derivatives of 2,4-dihydroxybenzophenone are widely used as U-V light absorbers. In this paper, these derivatives were prepared by alkylation of 2,4- dihydroxybenzophenone with methyl iodide, dimethyl sulfate, ethyl iodide and ethyl bromide in the presence of potassium carbonate in acetone. The products were 2-hydroxy-4-methoxybenzophenone(Ⅰ) , 2,4- dimethoxybenzophenone(Ⅱ), 2-hydroxy-4-ethoxybenzophenone(Ⅲ) and 2,4- diethoxybenzophenone(Ⅳ), In the synthesis of product(Ⅰ), methyl iodide as mono-methylating reagent was more efficient than dimethyl sulfate. In the synthesis of product(Ⅱ), dimethyl sulfate was more efficient than methyl iodide as di-methylating reagent. In ethylating reaction, ethyl iodide was more efficient than ethyl bromide