4-(4-氯苯基)环己醇及4-(4-氯苯基)环己酮的合成研究

Synthesis of 4-(4-Chlorophenyl)cyclohexanol and 4-(4-Chlorophenyl)cyclohexanone

以氯苯、环己烯、乙酰氯为原料,通过Friedel-Crafts反应、Baeyer-Villiger反应、水解反应得到4-(4-氯苯基)环己醇。通过正交试验得到Friedel-Crafts反应和Baeyer-Villiger反应优化后的工艺条件。4-(4-氯苯基)环己醇总收率达12.9%,较文献收率提高了6%以上。所得醇经次氯酸钠氧化,得到4-(4-氯苯基)环己酮,氧化收率87%,产品的结构经1HNMR、GC-MS鉴定。

4-（4-Chlorophenyl）cyclohexanol was synthesized from chlorobenzene, cyclohexene and acetyl chloride via Friedel-Crafts reation, Baeyer-Villiger reaction , hydrolysis. By experiments utilizing an orthogonal design, optimum synthesis conditions of Friedel-Crafts reation and Baeyer-Villiger reaction were obtained. The total yield of 4-（4-chlorophenyl）cyclohexanol is 12.9%, which is 6% higher than the literature. 4-（4-chlorophenyl）cyclohexanol was oxidated with NaCIO to give 4-（4-chlorophenyl）cyclohexanone with yield of 87%. This is a new synthesis route for 4-（4-chlorophenyl）cyclohexanone. The products were identified by ^1H NMR, GC-MS.