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Synthesis process of watermelon ketone precursor

A synthesis process and technology of watermelon ketone are applied in the field of synthesis technology of watermelon ketone precursor to achieve the effects of reducing production cost, improving quality and high thermal stability

Active Publication Date: 2020-11-06
江西开源香料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis process of the present invention is not only simple to operate but also environmentally friendly

Method used

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  • Synthesis process of watermelon ketone precursor
  • Synthesis process of watermelon ketone precursor
  • Synthesis process of watermelon ketone precursor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The synthesis process of watermelon ketone precursor 3,4-dihydro-7-methyl-2H-1,5-benzoxazol-3-ol:

[0029] The reaction vessel is a 2000ml four-necked flask with a thermometer, a mechanical stirrer, a reflux condenser and a constant pressure dropping funnel. The reaction flask was evacuated, replaced with nitrogen three times, then under the protection of nitrogen, the dimethyl sulfoxide of 500ml was added in the reaction flask, the mechanical stirring was started, and 124.13g (1.0mol) 4-methylcatechol was added in the reaction flask, And 212g sodium carbonate (2.0mol), add solid to be slow, make reaction solution can not form viscous solid. After adding sodium carbonate, slowly increase the temperature of the reaction solution to make the temperature of the reaction solution reach 100°C. Then, the mixed solution of 154.77g (1.2mol) and 200ml dimethyl sulfoxide was added dropwise from the constant pressure dropping funnel into the reaction flask, and the dropping rate ...

Embodiment 2

[0031] The synthesis process of watermelon ketone precursor 3,4-dihydro-7-methyl-2H-1,5-benzoxazol-3-ol:

[0032] The reaction vessel is a 2000ml four-necked flask with a thermometer, a mechanical stirrer, a reflux condenser and a constant pressure dropping funnel. Reaction flask is evacuated, nitrogen replacement three times, then the dimethyl sulfoxide of 500ml is added in reaction flask, starts mechanical stirring, adds 156.4 (1.26mol) 4-methylcatechols in reaction flask, and 212.1 sodium carbonate ( 2.0mol), the solid should be added slowly so that the reaction solution cannot form a viscous solid. After the addition of sodium carbonate, the temperature of the reaction solution was slowly increased until the temperature of the reaction solution reached 90°C. Then the mixed solution of 172.6g (1.34mol) 1,3-dichloropropanol and 200ml dimethyl sulfoxide is put into the reaction flask at a low price from the constant pressure dropping funnel, and the rate of addition is contr...

Embodiment 3

[0034] The synthesis process of watermelon ketone precursor 3,4-dihydro-7-methyl-2H-1,5-benzoxazol-3-ol:

[0035]The reaction vessel is a 2000ml four-necked flask with a thermometer, a mechanical stirrer, a reflux condenser and a constant pressure dropping funnel. The reaction flask was evacuated, replaced with nitrogen three times, then 500ml of dimethyl sulfoxide was added to the reaction flask, mechanical stirring was started, and 146.2g (1.18mol) of 4-methylcatechol and 248g of sodium carbonate were added to the reaction flask (2.34mol), the solid should be added slowly so that the reaction solution cannot form a viscous solid. After the sodium carbonate was added, the temperature of the reaction solution was slowly increased to make the temperature of the reaction solution reach 95°C. Then, the mixed solution of 167.8 (1.3mol) 1,3-dichloropropanol and 200ml dimethyl sulfoxide is put into the reaction flask at a low price from the constant pressure dropping funnel, and th...

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Abstract

The invention provides a synthesis process of a watermelon ketone precursor. According to the invention, cheap 1,3-dihalopropanol and 4-methyl catechol are subjected to a condensation reaction under an alkaline condition to synthesize a watermelon ketone precursor 3,4-dihydro-7-methyl-2H-1,5-benzoxazole-3-ol. According to the method, the use of highly toxic 1,3-dichloroacetone is avoided, the yield of the watermelon ketone precursor is greatly increased, the production cost of the watermelon ketone spice is reduced, and the quality of watermelon ketone is improved; and the synthesis process issimple to operate and environment-friendly.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, in particular to a synthesis process of a watermelon ketone precursor. Background technique [0002] Watermelon ketone is a kind of precious fragrance in flavors and fragrances, which can bring people a fresh melon and fruit fragrance, and give people a dreamy feeling of being in the ocean, so it is a representative of the top fragrance additive of the marine fragrance system. However, watermelon ketone is still not widely used in the domestic flavor and fragrance market because of its relatively expensive price. The synthesis method of watermelon ketone has made great progress in decades of development, and many important precursors of watermelon ketone have also appeared for the characteristics of convenient synthesis, portability and easy storage. [0003] Watermelon ketone precursor 3,4-dihydro-7-methyl-2H-1,5-benzoxazol-3-ol, currently, there are generally two methods of synthesis...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D321/10
CPCC07D321/10
Inventor 阎圣刚廖国荣曾令贵
Owner 江西开源香料有限公司
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