分别以环己酮、4-甲基环己酮、4-叔丁基环己酮为起始原料,经二氯亚砜氯化得到4,4-二氯环己酮及其衍生物中间体,不经分离,继而将其分别与苯酚及其衍生物进行取代反应,通过"一锅、二步法"制得了1,1-二(4-羟基苯基)环己烷、1,1-二(3-甲基-4-羟基苯基)环己烷、1,1-二(3,5-二甲基-4-羟基苯基)环己烷、1,1-二(4-羟基苯基)-4-甲基环己烷和1,1-二(4-羟基苯基)-4-叔丁基环己烷等5种含环己基的双酚化合物,产率为82.5%-86.0%.用FT-IR、NMR和元素分析对其组成和结构进行了表征.该合成方法具有操作简单、反应条件温和、收率高等优点.
An improved one-pot,two-step process of synthesis of five kinds of biphenols containing cyclohexyl groups such as 1,1-bis( 4-hydroxyphenyl) cyclohexane,1,1-bis( 4-hydroxy-3-methyphenyl) cyclohexane,1,1-bis( 4-hydroxy-3,5-dimethyphenyl) cyclohexane,1,1-bis( 4-hydroxyphenyl)-4-methylcyclohexane and 1,1-bis-( 4-hydroxyphenyl)-4-tert-butylcyclohexane in 82. 5%-86. 0% yields was developed through chlorination reaction of cyclohexanone,4-methylcyclohexanone and 4-tert-butyl cyclohexanone with thionyl chloride,affording the intermediate 4,4-cyclohexanone or its derivatives without further isolation and purification,followed by treatment with phenol,o-cresol and 2,6-dimethylphenol,respectively. Their structures were characterized by elemental analysis,FT-IR,1H NMR and 13 C NMR spectra. The present method has advantages such as mild reaction condition,convenient manipulation and good yield.