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A kind of synthetic method of 1,3-diphenyl-1-propanone

A synthesis method and a diphenyl technology, applied in the field of organic compound preparation, can solve the problems of less practical application, complex process and high cost, and achieve the effects of reducing production cost, simple process operation and low cost

Inactive Publication Date: 2016-01-06
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method only uses one step, the method is simple, but the cost is relatively high, the process is relatively complicated, and the actual application is relatively small.

Method used

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  • A kind of synthetic method of 1,3-diphenyl-1-propanone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 5g of aluminum trichloride and 10g of 3-chloropropionyl chloride into a three-neck flask, stir and heat to 50°C, then add dropwise a mixture of 5g of aluminum trichloride and 30ml of benzene at a rate of 1ml / min. Continue to stir for 30 minutes, add 50ml of 1M dilute hydrochloric acid, then add 50ml of benzene, stand still for liquid separation, concentrate the organic phase, and recover the evaporated benzene for use. 15g of the crude product was obtained, which was recrystallized from 100ml of ethanol to obtain 13g of the product 1,3-diphenyl-1-propanone, with a yield of 78% (calculated as 3-chloropropionyl chloride).

Embodiment 2

[0020] Add 5g of ferric chloride and 10g of 3-chloropropionyl chloride into the three-necked flask, stir and heat to 70°C, then add dropwise a mixture of 5g of ferric chloride and 30ml of benzene at a rate of 2ml / min. Continue to stir for 30 minutes, add 50ml of 3M dilute hydrochloric acid, and then add 50ml of benzene, stand still for liquid separation, concentrate the organic phase, and recover the evaporated benzene for use. 14g of the crude product was obtained, which was recrystallized from 100ml of ethanol to obtain 12g of the product 1,3-diphenyl-1-propanone, with a yield of 73% (calculated as 3-chloropropionyl chloride).

Embodiment 3

[0022] Add 3g of aluminum trichloride, 3g of zinc chloride, and 10g of 3-chloropropionyl chloride into the three-necked flask, stir and heat to 80°C, then dropwise add a mixture of 5g of aluminum trichloride and 30ml of benzene at a rate of 5ml / min. Continue to stir for 30 minutes, add 50ml of 1M dilute hydrochloric acid, then add 50ml of benzene, stand still for liquid separation, concentrate the organic phase, and recover the evaporated benzene for use. 16g of the crude product was obtained, which was recrystallized from 100ml of ethanol to obtain 13.5g of the product 1,3-diphenyl-1-propanone, with a yield of 82% (calculated as 3-chloropropionyl chloride).

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Abstract

The invention relates to a synthetic method of 1, 3-diphenyl-1-acetone, belonging to the technical field of preparation of organic compounds. The synthetic method comprises the following steps: firstly, mixing a raw material 3-chloropropionylchloride with a Lewis acid catalyst; after heating, continuously dropping a mixed liquid of benzene and a the Lewis acid catalyst into a reaction system; after reaction, adding diluted hydrochloric acid; dividing liquor; concentrating; and then, carrying out recrystallization by ethanol to obtain a target product. The Lewis acid catalyst provided by the invention can be selected from one of aluminum trichloride, ferric trichloride and zinc chloride or a mixture of more than two of aluminum trichloride, ferric trichloride and zinc chloride. The dropping speed of the mixed liquid of the benzene and the Lewis acid catalyst is 1-5ml / min. Reduced pressure concentration is carried out at 40-60 DEG C, and distilled benzene is recycled. During recrystallization, 5-10ml of ethanol is added into the product per g. The synthetic method provided by the invention is low in production cost, mature in process, high in yield, simple to operate, high in purity of the product, good in quality and applicable to industrialized production.

Description

technical field [0001] The invention belongs to the technical field of organic compound preparation, and in particular relates to a synthesis method of 1,3-diphenyl-1-propanone. Background technique [0002] 1,3-Diphenyl-1-propanone is also known as dihydrochalcone, ω-benzyl acetophenone, β-phenyl acetophenone, etc. 1,3-Diphenyl-1-propanone and its derivatives are important chemical intermediates and an important sweetener for food. It has been found that a variety of dihydrochalcone glycosides have very high sweetness, usually equivalent to 100-1000 times the sweetness of sucrose, 3-5 times the sweetness of saccharin, non-toxic, non-caloric or low-calorie, and The sweetness comes slowly, the aftertaste lasts for a long time, and the sweetness is refreshing and pleasant. It can effectively reduce the sensitivity of the human body to the possible bitterness in beverages or medicines. It is soluble and stable in water. Therefore, it can be used as various types of food addit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/782C07C45/46
CPCC07C45/46C07C49/784
Inventor 陈平兰鲲吴艳华
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY