Study On Synthesis Of Sandalwood-like Perfume From Camphene

Sandalwood is one of the top rated spices, which was widely used in cosmetic, daily chemicals, religious articles, protective food and tobacco processing industry, etc. However, as influenced by natural conditions, the number of the variety and quantity of natural sandalwood was small, leading to the limitation of its application. A kind of Sandalwood-like perfume terpenyl-cyclohexaol was synthesized by three steps, the alkylation reaction using resource-rich camphene and o-cresol, the hydrogenation reaction and the oxidation reaction. The reaction product of each step was further studied and the reaction process was optimized. This dissertation was aimed at exploring new methods which had the advantages of low cost and simple processing of synthesizing Sandalwood-like perfumes with camphene.In the alkylation reaction, a variety of solid acid catalysts are prepared, and finally, Mordenite was chosen as the catalyst after being compared with others. Considering the effects of reaction temperature, reaction time, material ratio, solvents and other factors on the alkylation reaction conversion and product selectivity, It was found that the higher reaction temperature was, the more C-C alkylation products were generated, the lower the reaction temperature was, the more C-O alkylation products were generated. The results showed that:when6%H-Mordenite was used reacting at160℃with o-cresol and camphene molar ratio of1.5:1, the conversion of camphene was99.89%, and the selectivity of the desired C-C alkylation product was up to77.48%.Selecting suitable nickel catalyst through hydrogenation of alkylation products, and it was found that without raw materials and polymers, alkylation products made the hydrogenation reaction better. Different alkylation products resulted in different hydrogenation products.The hydrogenation products of C-C alkylation products were different ubstituted-terpenylcyclohexaol. The hydrogenation and hydrogenolysis reaction were occurred during the hydrogenation of C-O alkylation products. The hydrogenation products were terpenyl-cyclohexyl ether.The hydrogenolysis products were different due to temperature and pressure. The main hydrogenolysis products were borneol-isoborneol when reacting at170℃at the pressure of7Mpa; when reacting at180℃at the pressure of9Mpa, the main hydrogenolysis products were9-Cedranone,1,4-Methanoazulen-9-one.In the experiment of oxidation, different kind of oxidation reaction systems were screened, and it was found that when8.0mmol ionic liquid [C16mim]HSO4was used in the reaction at90℃for1hour, the yield of terpenyl-cyclohexanone was up to93.4%under the following conditions (terpenylcyclohexaol0.2mol, H2O20.24mol, Na2WO4lmmol), And it has the advantages of short reaction time, mild reaction conditions and reusability of the ionic liquid. The total yield of Sandalwood-like perfumes Mossketone relatived citral was54.7%by three steps, and the reaction products of each step were identified and analysed by GC and GC-MS, IR,’H-NMR and so on.