CAJ | 학술논문

研究了Fe(Ⅲ)催化氯代炔烃水化生成α-氯代甲基酮化合物的反应,考察了催化剂的种类、酸的种类、反应温度以及溶剂对反应的影响。结果表明,采用FeCl3·6H2 O(摩尔分数5%)和甲基磺酸(摩尔分数20%),在1,2-二氯乙烷溶剂中,氯代炔烃于80℃进行水化反应3 h,可以高产率得到α-氯代甲基酮产物。所得化合物的结构采用IR,1 H NMR,13 C NMR及MS等方法进行了表征。该水化反应合成方法简单、条件温和且收率良好,为合成α-氯代甲基酮提供了一种简便途径。
연구료Fe(Ⅲ)최화록대결경수화생성α-록대갑기동화합물적반응,고찰료최화제적충류、산적충류、반응온도이급용제대반응적영향。결과표명,채용FeCl3·6H2 O(마이분수5%)화갑기광산(마이분수20%),재1,2-이록을완용제중,록대결경우80℃진행수화반응3 h,가이고산솔득도α-록대갑기동산물。소득화합물적결구채용IR,1 H NMR,13 C NMR급MS등방법진행료표정。해수화반응합성방법간단、조건온화차수솔량호,위합성α-록대갑기동제공료일충간편도경。
α-Chloro-methyl ketones are among the most versatile intermediates in organic synthesis, and their high reactivity makes them prone to react with a large number of nucleophiles to provide a variety of useful compounds. Hydration of alkynes has emerged as a powerful method for synthesizing carbonyl compounds be-cause of its atom efficiency and its environmental advantages. A novel iron-catalyzed hydration reaction of alkynyl chlorides to synthesizeα-chloro-methyl ketones was developed. The influences of catalyst, acid, reac-tion temperature and solvent were investigated, the result indicated that the reaction proceeded smoothly to give the corresponding products in good yields using 5%( molar fraction) FeCl3 ·6H2 O, 20%( molar frac-tion) MsOH and H2O in 1,2-dichloroethane(DCE) for 3 h at 80 ℃. The structure of α-chloromethyl ketone derivatives was confirmed by IR, 1 H NMR, 13 C NMR and MS. The reaction method with its advantages of simple procedure, mild reaction conditions and high yield provides a novel valuable approach to α-chloro-methyl ketones.