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SYNTHESIS OF a-HYDROXYCYCLOHEXYL PHENYL KETONE

Hu Yingxi, Chen Chiyang, Liu Xia and Zhang Yu (Chemical Engineering Department, Beijing Institute of Petrochemical Technology, Beijing 102617, China)  
a-Hydroxycyclohexyl phenyl ketone, one of the new-type high-efficient photosensitive initiator, was synthesized through 3 steps: firstly, cyclohexyl carbonyl chloride was prepared from cyclo-hexane carboxylic acid and thionyl chloride, and when n (cyclohexane carboxylic acid) : n(thionyl chloride) was 1 : 1. 4, and reaction time was 3. 5%, the yield of cyclohexyl carbonyl chloride was 91. 7%; secondly, cyclohexyl phenyl ketone was synthesized from benzene and the above mentioned cyclohexyl carbonyl chloride in the presence of anhydrous aluminium trichloride as catalyst, and when the amount of catalyst was 24 g, reaction time was 3. 5 h, the yield of cyclohexyl phenyl ketone was 88. 67%; finally, a - hydroxycyclohexyl phenyl ketone was prepared from cyclohexyl phenyl ketone by chlorination and hydrolysis in the presence of NaOH(aq), CCl4 and benzalkonium bromide as phase transfer catalyst, and when reaction temperature was 60 ℃, reaction time was 5 h, benzalkonium bromide was 50 mL and CCl4 was 12 mL, the yield of the product could be up to 67%. Elemental analysis, IR and 1H NMR were used to characterize the structure of the product.
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