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New technology and its application of synthetic anisaldehyde

Author: ZhangXiaoPeng
Tutor: YangBo
School: Kunming University of Science and Technology
Course: Applied Chemistry
Keywords: Anisaldehyde Methoxycinnamic acid 5 - ethoxycarbonyl-4 - (4 - methoxy - phenyl) -6 - methyl - 3 ,4 - dihydro - pyrimidin-2 - one Microwave radiation Synthesis
CLC: O625.41
Type: Master's thesis
Year: 2009
Downloads: 77
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Abstract


The anisaldehyde Is One use of a wider organic intermediates used in pharmaceutical, cosmetics, food and materials. The industrial use of the hydroxybenzaldehyde, i.e., this method has a higher yield, but the hydroxybenzaldehyde and dimethyl sulfate for the synthesis of anisaldehyde dimethyl sulfate toxic corrosive and potentially dangerous. Dimethyl carbonate is recent years has been the rapid development of a green chemical raw materials. Firstly hydroxybenzaldehyde and dimethyl carbonate as the raw material direct synthesis anisaldehyde; then anisaldehyde synthesized from methoxy cinnamic acid and 5 - ethoxycarbonyl -4 - (4 - methoxyphenyl) - 6 - methyl -3,4 - dihydro-pyrimidine-2 - one. The various key factors in the reaction, such as reaction temperature, time, solvent, etc. and examines the effect on the reaction. Optimum conditions derived by single factor: cetyl trimethyl ammonium bromide phase-transfer catalyst, K2CO3 as the presence of solid base catalyst, use of green materials carbonate, dimethyl (DMC), atmospheric pressure Next, the direct synthesis of anisaldehyde. The results showed that the optimum conditions of the hydroxybenzaldehyde 10mmol, dimethyl carbonate 100mmol, the cetyltrimethylammonium bromide 3mmol, potassium carbonate 7mmol, dimethyl sulfoxide 10 mL of; reaction temperature of 130 ° C, time 3h The yield was 88%; product by IR, GC-MS, 1HNMR characterization. 2 using tetrabutylammonium bromide as phase transfer catalyst, K2CO3 as a solid base catalyst, the use of green methylation reagent carbonate, dimethyl (DMC), microwave Synthesis anisaldehyde. The results show that the more suitable conditions for the hydroxybenzaldehyde 10mmol, carbonic acid dimethyl ester 100 mmol of tetrabutyl ammonium bromide 1mmol potassium 7mmol dimethylsulfoxide 10ml; microwave power 680W, time 15min, was 91 %; product by IR, GC-MS, 1HNMR characterization. 3-methoxy cinnamic acid as raw material, in N, N-dimethyl formamide catalyzed synthesis. Anisaldehyde and malonic. The results show that the more suitable conditions for anisaldehyde 1mmol, malonic 2mmol, N, N-di-dimethylformamide 1ml, the reaction temperature is 110 ° C, the reaction 2H. The yield was 73%; product by IR, GC-MS, 1HNMR characterization. Anisaldehyde, ethyl acetoacetate, and urea as raw material, in the catalyst a sodium bisulfate Catalyzed Synthesis of 5 - ethoxycarbonyl-4 - (4 - methoxyphenyl) -6 - methyl-3, 4 - dihydropyrimidine-2 - one. The results show that the more appropriate conditions for anisaldehyde 25mmol (3.4g), anhydrous ethanol 20ml-ethylacetoacetate 25mmol (3.25g), urea 37.5 mmol (2.25 g), 1.5 g of a water-sulfuric acid, sodium hydrogen, the reaction temperature 70 ℃, reaction 1.5h. 84% yield; Characterization of the product by 1HNMR.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Aromatic compounds > Aromatic aldehydes,aromatic ketones and their derivatives,quinones and their derivatives > Aromatic aldehydes and their derivatives
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