2,2,6,6-四羟甲基环己醇五烯丙基醚的合成

2, 2, 6, 6-tetramethylolcyclohexanol (TMC) has been synthesized by consecutive aldol condensation and Cannizzaro reactions of cyclohexanone and formaldehyde with an alkaline catalyst. 2, 2, 6, 6-tetramethylol cyclohexanol allyl ether (TMAE) was subsequently prepared by reaction of TMC with allyl chloride using tetrabutylammonium bromide as phase transfer catalyst. The chemical structures of the products were confirmed by FT-JR, 1H NMR, and l3C NMR spectroscopies. The effects of varying the temperature, the amount of catalyst, and the molar ratio of reactants on the yield of TMAE were investigated. A 58.3% yield of TMAE was obtained by using the optimal reaction conditions as follows: n (alkali): n (formaldehyde): n (cyclohexanone) of 1.25: 5.5: 1, aldol condensation temperature of 10℃ and time of 1 hour, Cannizzaro reaction temperature of 40℃ and time of 1.5 hours, n (sodium hydroxide): n (allyl chloride): n (TMC) of 9:10:1, weight of TBAB being 10% of that of TMC, reaction temperature of 80℃ and time of 120 hours.