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Preparation method of vanillin

A technology of vanillin and additives, which is applied in the field of catalyzing the oxidation of isoeugenol to prepare vanillin, which can solve the problems of low ozone utilization rate, high equipment requirements, unstable ozonide intermediates, etc., and achieve good industrial application prospects , less investment in equipment, avoiding the effect of complex process and separation

Active Publication Date: 2014-04-16
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction system of this method must be anhydrous, the ozonide intermediate is unstable, the reaction temperature needs to be strictly controlled, the equipment requirements are high, and the utilization rate of ozone is not high, so there are certain environmental problems

Method used

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  • Preparation method of vanillin
  • Preparation method of vanillin
  • Preparation method of vanillin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] In an autoclave with a volume of 50mL, add 25mL containing 2×10 -5 mol / L has the metalloporphyrin of general formula (I) (M 1 =Mn, R 1 = NO 2 , R 2 =H) the toluene solution, add the isoeugenol of 0.2mol / L and the benzaldehyde of 0.2mol / L, pass into the oxygen of 1.5MPa, carry out stirring reaction at a temperature of 30 ℃, through detection analysis, the isoeugenol The conversion rate was 30.2%, and the yield of vanillin was 7.3%.

Embodiment 2

[0026] In an autoclave with a volume of 50mL, add 25mL containing 2×10 -4 mol / L has the metalloporphyrin of general formula (I) (M 1 = Co, R 1 = H, R 2 =Cl) ethanol solution, add the isoeugenol of 0.2mol / L and the isobutyraldehyde of 0.2mol / L, pass into the oxygen of 0.2MPa, carry out stirring reaction at a temperature of 40 ℃, through detection and analysis, isoeugenol The conversion rate of 25.8%, the yield of vanillin is 13.6%.

Embodiment 3

[0028] In an autoclave with a volume of 50mL, add 25mL containing 2×10 -3 mol / L has the metalloporphyrin of general formula (I) (M 1 = Mg,R 1 =CH 3 , R 2 =H) methanol solution, add the isoeugenol of 0.2mol / L and the benzaldehyde of 0.4mol / L, pass into the air of 0.5MPa, carry out stirring reaction at a temperature of 50 ℃, through detection and analysis, the isoeugenol The conversion rate was 26.8%, and the yield of vanillin was 12.7%.

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Abstract

The invention discloses a preparation method of vanillin. Vanillin is prepared through a catalytic reaction by treating isoeugenol as a raw material, a metalloporphyrin compound as a catalyst and air / oxygen as an oxidant, adding a certain amount of an organic solvent and an auxiliary agent with conditions that the reaction temperature is from 30 to 150 DEG C and the reaction pressure is from 0.1 to 2.0 MPa. The method has the advantages of simple process, moderate reaction condition, small catalyst amount and the like.

Description

technical field [0001] The invention relates to a method for preparing vanillin, in particular to a method for preparing vanillin by catalyzing the oxidation of isoeugenol. Background technique [0002] Vanillin (3-methoxy-4-hydroxybenzaldehyde) is a spice with vanilla bean aroma and rich milky aroma. It is the largest spice in the world and has good aroma-enhancing and aroma-fixing effects. It is widely used in food, cosmetics, tobacco, medicine and other industries. The market demand for vanillin is large, and the current annual demand is about 17,000 tons, and the proportion of demand is increasing year by year. The methods for synthesizing vanillin mainly include biotransformation and chemical oxidation. [0003] The biotransformation method has the advantages of mild reaction conditions and high product naturalness (Sun Zhihao et al., CN 1712518), but the biotransformation reaction system is complicated, and the product vanillin has certain toxicity to microorganisms ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C47/58C07C45/36
Inventor 纪红兵蓝虹云周贤太
Owner SUN YAT SEN UNIV