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Process for preparing citral

A technology of citral and dehydrolinalool, which is applied to the preparation of organic compounds, carbon-based compounds, chemical instruments and methods, etc., can solve the problems of unsatisfactory and low yield, and achieve low production cost, The effect of high reaction yield and less side reactions

Active Publication Date: 2012-06-13
ZHEJIANG NHU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process is simple, but the yield is low, about 64%, unsatisfactory; and copper or silver compounds are used

Method used

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  • Process for preparing citral

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] With 20.0g (127.8mmol) dehydrolinalool, 4g (51.28mmol) DMSO, 1.0g (3.06mmol) MoO 2 acac 2 And the mixture of 2.0g of weakly acidic cation exchange resin in 100ml of petroleum ether is placed in a 250ml three-necked flask equipped with a thermometer, a stirrer and a condenser. The mixture was then heated to 120°C. During this time, the color of the reaction mixture changed to dark blue or dark green-blue. To control the reaction, gas chromatography (GC) analysis was used. After the reaction was completed, it was cooled to room temperature, and the solid was removed by filtration, then concentrated under reduced pressure and the reaction mixture was worked up by distillation under reduced pressure. The content was determined by GC, and the results are listed in Table 1.

[0020] Table 1

[0021] Reaction time

Embodiment 2

[0023] With 20.0g (127.8mmol) dehydrolinalool, 4g (51.28mmol) DMSO, 2.0g (6.12mmol) MoO 2 acac 2 And the mixture of 4.0g of weakly acidic cation exchange resin in 100ml of petroleum ether is placed in a 250ml three-necked flask equipped with a thermometer, a stirrer and a condenser. The mixture was then heated to 120°C. During this time, the color of the reaction mixture changed to dark blue or dark green-blue. To control the reaction, gas chromatography (GC) analysis was used. After the reaction was completed, it was cooled to room temperature, and the solid was removed by filtration, then concentrated under reduced pressure and the reaction mixture was worked up by distillation under reduced pressure. The content was determined by GC, and the results are listed in Table 2.

[0024] Table 2

[0025] Reaction time

Embodiment 3

[0027] With 20.0g (127.8mmol) dehydrolinalool, 4g (51.28mmol) DMSO, the MoO that embodiment 2 filters recovery 2 acac 2 The mixture of 1.5g (4.59mmol) and 4.0g of weakly acidic cation exchange resin in 100ml of petroleum ether was placed in a 250ml three-necked flask equipped with a thermometer, a stirrer and a condenser. The mixture was then heated to 120°C. During this time, the color of the reaction mixture changed to dark blue or dark green-blue. To control the reaction, gas chromatography (GC) analysis was used. After the reaction was completed, it was cooled to room temperature, and the solid was removed by filtration, then concentrated under reduced pressure and the reaction mixture was worked up by distillation under reduced pressure. The content was determined by GC, and the results are listed in Table 3.

[0028] table 3

[0029] Reaction time

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Abstract

The invention discloses a preparing method of citral. The existing method has high production cost or low yield, thus being difficult to be suitable for scale production. The method adopts dehydrogenated linalool as a raw material which is carried out with catalytic reforming to obtain the citral under the existence of a solvent and a latent solvent and is characterized in that: a catalyst adopted for reaction is molybdenum dioxide diacetyl acetone acid ester, the catalytic reforming is carried out under the existence of acid cocatalyst which is cationic exchange resin with subacidity. The catalyst and the acid cocatalyst improve the reaction yield; in addition, the catalyst and the cocatalyst can be recycled for treatment and conveniently applied mechanically, and the castlyst is environmental friendly.

Description

technical field [0001] The invention relates to a preparation method of spice, medicine and pesticide intermediate citral. Background technique [0002] Citral is composed of two substances, namely geranial aldehyde (E-citral) and neral (Z-citral), and its structural formula is as follows: [0003] [0004] Citral has a wide range of uses. Citral can be used as a raw material to synthesize citric nitrile and damascenone spices; it can also be used to synthesize β-ionone, and then produce vitamin A and β-carotene. The preparation methods mainly contain the following two methods: from Litsea cubeba oil is separated and purified and chemically synthesized to obtain citral, which has low yield, limited raw material resources, high production cost, and is not suitable for large-scale continuous production; taking dehydrolinalool as raw material to prepare citral has the advantages of easy raw material It has the advantages of high yield and easy control of the reaction, and i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C47/21C07C45/51
CPCY02P20/584
Inventor 商志才王金明言海钱洪胜王昌泽
Owner ZHEJIANG NHU CO LTD
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