Overview[1-2]
Anisyl acetone is a colorless to light yellow oily liquid with a floral and fruity aroma. It is an intermediate of pharmaceutical dobutamine and is now mainly used as a spice to prepare various fruit-based flavors. It is used in soft drinks, cold drinks, candies, baked goods, and pudding foods. It is a relatively high-end spice. . The market demand for this product in our country is increasing, and it is indeed necessary to conduct research and development of this product.
Apply[3]
Anisyl acetone can be used to prepare raspberry ketone, including the following specific steps: Add anisyl acetone, potassium hydroxide, and N, N-dimethylacetamide to a container equipped with a thermometer, a dropping funnel, and a condenser. Place in a dry four-necked flask, heat to dissolve, and then slowly drop the demethylating reagent under stirring conditions until the solid is completely dissolved. The mixed liquid was transferred to an autoclave, and the reaction was carried out under pressure under the protection of inert gas. Neutralize the mixed liquid after the reaction to neutrality, extract the oil phase, and distill under reduced pressure to prepare crude raspberry ketone. The crude raspberry ketone is dissolved in a solvent and then crystallized to obtain pure raspberry ketone. The yield of the present invention is 85.2%, and the product purity is 98.5%. While maintaining a high reaction yield, the present invention effectively reduces raw material costs, does not produce a large amount of acidic wastewater, reduces environmental pollution, and is beneficial to industrial large-scale production applications.
Preparation[1]
Method 1:
Phenol is prone to methylation reaction in sodium hydroxide solution. By reacting phenol with a slight excess of fresh industrial dimethyl sulfate, the yield of anisole can reach 90%, which is higher than the literature value of 7%. After many experiments, it was found that the key point of this process is to slowly increase the temperature after adding dimethyl sulfate at low temperature, and keep it at about 40°C for a period of time. Otherwise, the yield of anisole is generally only 75%-80% of anisole and methyl ether. Ketone undergoes a violent exothermic reaction in the presence of aluminum trichloride, and an appropriate amount of solvent needs to be used to dilute it. Although benzene is also easy to react with methyl ketene (the yield of the product phenylbutanone is about 70% at 0-40°C), anisole is more active than benzene and is easy to react.
Method 2: 1) Use anisaldehyde, acetone and sodium hydroxide as raw materials to perform a condensation reaction. After the reaction, the lower alkali liquid is separated, and the upper oil is neutralized, washed with water, and distilled to recover the solvent to obtain anisyl butene. ketone;
2) Add anisyl butenone obtained in step 1) to dissolve in anhydrous alcohol, add a catalyst and stir the reaction with hydrogen. After the reaction is completed, the anhydrous alcohol is distilled and recovered to obtain the hydrogenation product anisyl acetone.
Main reference materials
[1] Synthesis of anisyl acetone
[2] CN201510726827.5 A raspberry ketone synthesis process
[3] CN201310669809.9 A synthesis method of raspberry ketone
