CN105622395A - Synthesis process for ferulic acid - Google Patents

Abstract

The invention discloses a synthesis process for ferulic acid. According to the process, vanillin and propane diacid are used as starting raw materials and subjected to reactant mixing, microwave heating reaction, cyclic reflux and heating, transferring of reaction solution, crystallization and precipitation of pure water, and recrystallization so as to obtain a light yellow needle crystal, i.e., a target compound 3-methoxy-4-hydroxycinnamate. The synthesis process employs microwave radiation technology, utilizes cheap, nontoxic and pollution-free ammonium acetate to replace conventional organic base like pyridine as a catalyst to catalyze the reaction under a solvent-free condition, and realizes high-efficiency, rapid and pollution-free synthesis of ferulic acid; and process conditions and parameters of synthesis are optimized and combined.

Description

Synthetic Technology of Ferulic Acid

technical field

The invention belongs to the technical field of medicine synthesis, and in particular relates to a synthesis process of ferulic acid.

Background technique

The synthesis process of ferulic acid at least includes basic processes such as microwave heating, washing, and recrystallization. In the current process method for preparing ferulic acid, the process is not easy to implement, the resulting ferulic acid product has low purity, the single-pass conversion rate of reactants is low, the production process is complicated, the production efficiency is low and the cost is high, and it is not suitable for large-scale production. Production.

Contents of the invention

In order to overcome the above-mentioned technical problems existing in the prior art field, the object of the present invention is to provide a synthesis process of ferulic acid. The present invention not only has simple production procedures and improves work efficiency, but also produces a ferulic acid product with high purity, suitable for Industrial production.

The synthesis technique of ferulic acid provided by the invention comprises the following steps:

(1) The reactants are mixed, vanillin is mixed with ammonium acetate in the malonic acid liquid, and the circulation pump is started to ensure that the reaction mixture circulates at a rate of 3-25L in the continuous circulation reactor to obtain the mixture A1;

(2) Microwave heating reaction, start the microwave reactor, control its frequency from 200MHz to 300GHz, conduct radiation heating on A1, increase the reaction temperature from room temperature by 40°C, and extract the reactant A2;

(3) Circulating reflux heating, keeping the system temperature at 78-80°C, and reacting the reactant A2 under reflux for 2 to 5 hours. When there is no solid suspended matter in the system, it becomes a homogeneous liquid and gas is released, stop the microwave heating. Obtain reaction solution A3;

(4) Transfer the reaction solution, heat A3 continuously in reflux, start the cooling system, and get the reaction solution A4 when the temperature is lowered by 8-18°C;

(5) Crystallization in pure water, transfer the reaction solution A4 to a vortex rotary crystallization tank, ensure that the temperature of the system is at room temperature, stir, wash with pure water at 15°C, and crystallize to obtain compound A5;

(6) Recrystallization, transfer compound A5 to ethanol with a mass fraction of 91-97% for dissolution, add pure water for recrystallization, and wash to obtain the target compound 3-methoxy-4-hydroxycinnamon as light yellow needle crystals acid.

The synthesis process of ferulic acid provided by the invention has the beneficial effects of overcoming the problems of many steps and heavy workload in the process of preparing ferulic acid medicines in the prior art, and improving work efficiency; improving the yield of reactants Single-pass conversion and product yield.

detailed description

Below in conjunction with an embodiment, the synthesis technique of ferulic acid provided by the present invention is described in detail.

Example

The synthetic technique of the ferulic acid of the present embodiment may further comprise the steps:

(1) The reactants are mixed, vanillin is mixed with ammonium acetate in the malonic acid liquid, and the circulation pump is started to ensure that the reaction mixture circulates at a rate of 3-25L in the continuous circulation reactor to obtain the mixture A1;

(2) Microwave heating reaction, start the microwave reactor, control its frequency from 200MHz to 300GHz, conduct radiation heating on A1, increase the reaction temperature from room temperature by 40°C, and extract the reactant A2;

(3) Circulating reflux heating, keeping the system temperature at 78-80°C, and reacting the reactant A2 under reflux for 2 to 5 hours. When there is no solid suspended matter in the system, it becomes a homogeneous liquid and gas is released, stop the microwave heating. Obtain reaction solution A3;

(4) Transfer the reaction solution, heat A3 continuously in reflux, start the cooling system, and get the reaction solution A4 when the temperature is lowered by 8-18°C;

(5) Crystallization in pure water, transfer the reaction solution A4 to a vortex rotary crystallization tank, ensure that the system temperature is at room temperature, stir, wash with pure water at 15°C, and crystallize to obtain compound A5;

(6) For recrystallization, transfer compound A5 to ethanol with a mass fraction of 91-97% for dissolution, add pure water for recrystallization, and wash to obtain the target compound 3-methoxy-4-hydroxycinnamon as pale yellow needle crystals acid.

The synthesis process of ferulic acid does not require further processing, the process is simple, the data is accurate and easy to collect, the process flow is easy to implement, and the industrial production of the product is realized.

Claims (1)

1. a synthetic technique of ferulic acid, is characterized in that: described method comprises the following steps: (1) Mix the reactants, mix vanillin with ammonium acetate in the malonic acid liquid, start the circulation pump, and ensure that the reaction mixture circulates at a rate of 3-25L in the continuous circulation reactor to obtain mixture A1; (2) Microwave heating reaction, start the microwave reactor, control its frequency from 200MHz to 300GHz, conduct radiation heating on A1, increase the reaction temperature from room temperature by 40°C, and extract the reactant A2; (3) Circulating reflux heating, keeping the system temperature at 78-80°C, and reacting the reactant A2 under reflux for 2 to 5 hours. When there is no solid suspended matter in the system, it becomes a homogeneous liquid and gas is released, stop the microwave heating. Obtain reaction solution A3; (4) Transfer the reaction solution, heat A3 continuously in reflux, start the cooling system, and get the reaction solution A4 when the temperature is lowered by 8-18°C; (5) Crystallization in pure water, transfer the reaction solution A4 to a vortex rotary crystallization tank, ensure that the temperature of the system is at room temperature, stir, wash with pure water at 15°C, and crystallize to obtain compound A5; (6) Recrystallization, transfer compound A5 to ethanol with a mass fraction of 91-97% for dissolution, add pure water for recrystallization, and wash to obtain the target compound 3-methoxy-4-hydroxycinnamon as light yellow needle crystals acid.