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Method for synthesizing neotame

A technology of neotame and a mixture, applied in the field of sweeteners, can solve the problems of complicated process operation, unsuitable for industrialized production, high price of sodium cyanoborohydride, etc., and achieve the effects of reducing production cost and mild reaction conditions

Active Publication Date: 2010-12-08
WUHAN HUASWEET
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Due to the high price of sodium cyanoborohydride, the cost of synthesizing neotame by this method is too high and is not suitable for industrial production
Neotame can also be synthesized by hydroalkylation of aspartame with 3,3-dimethylbutyraldehyde under the catalysis of palladium or platinum supported on activated carbon (see US Patent No. 5,510,508; US5,728,862; US6, 720,446), but the cost of using noble metal catalysts is high, the process operation is complicated, and a hydrogen source is required

Method used

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  • Method for synthesizing neotame
  • Method for synthesizing neotame
  • Method for synthesizing neotame

Examples

Experimental program
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Effect test

Embodiment 1

[0018] Embodiment 1: add 120g methanol in the 500ml four-neck flask that is placed in constant temperature water bath with electric stirrer, thermometer and reflux condenser, start stirring, add aspartame 29.43g ( 0.1mol), 5.52g (0.12mol) of formic acid was added, the temperature was raised to 35°C, and 11g (0.11mol) of 3,3-dimethylbutyraldehyde was added. Keep the temperature at 35°C for 24h. Then use a rotary evaporator to concentrate under reduced pressure to a slurry, add 25 ml of ethanol aqueous solution with a concentration of 40% by mass, heat to dissolve, slowly cool to 0° C. overnight, and filter with suction. The filter cake was washed with 15ml of cold deionized water, filtered to dryness, and vacuum-dried at 40°C for 12 hours to obtain 23.08g of neotame product with a yield of 61% and a purity higher than 98%.

Embodiment 2

[0019] Embodiment 2: reaction device and operation method are the same as embodiment 1. The difference is that the reaction temperature is 45°C and the reaction time is 12h. As a result, 24.33 g of neotame product was obtained, the yield was 64.3%, and the purity was higher than 98%.

Embodiment 3

[0020] Embodiment 3: reaction apparatus and operation method are the same as embodiment 1. The difference is that the reaction temperature is 65°C and the reaction time is 8h. As a result, 22.86g of neotame product was obtained with a yield of 60.4% and a purity higher than 97%.

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Abstract

The present invention provides a synthetic method of Neotame, and relates to a sweetener, in particular to a method used for synthesizing the sweetener, Neotame, through the reaction of aspartame, 3, 3-dimethyl butyraldehyde and formic acid. And the present invention provides a synthetic method of Neotame, which has the advantages of simple process and cheap raw materials. The aspartame and the formic acid are added into methanol to prepare mixture A; the weight ratio of the methanol and the aspartame is equal to from 3 to 9 :1; the molar ratio of the formic acid and the aspartame is equal tofrom 1.2 to 3.0 :1; the 3, 3-dimethyl butyraldehyde is added in the mixture A; the molar ratio of the 3, 3-dimethyl butyraldehyde and the aspartame is equal to from 1.1 to 2.0 :1; after the reaction,the product is concentrated under the condition of reduced pressure to form pulp; and ethanol solution is used for recrystallization to prepare the Neotame.

Description

technical field [0001] The present invention relates to a kind of sweetener, especially relate to a kind of aspartame (commonly known as aspartame) and 3,3-dimethylbutyraldehyde and formic acid to synthesize sweetener sweet way. Background technique [0002] Neotame is a new type of non-nutritive intense sweetener, its chemical name is N-[N-(3,3-dimethylbutyl)-L-α-aspartoyl]-L-phenylalanine Acid-1-methyl ester, its structural formula is as follows: [0003] [0004] Neotame [0005] The sweetness of neotame is 8,000 times that of sucrose, and it has a pure sweetness similar to sucrose. It is widely used in processed foods such as beverages, chewing gum, dairy products, jelly pudding, syrup, bread, pastry biscuits, ice cream, jams and pickles. , to replace sucrose and other sweeteners. Neotame also has flavor-enhancing properties, which can effectively reduce the use of flavor and citric acid in food. As a non-nutritive sweetener, neotame is not only suitable for all ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D237/12C07D231/12A23L1/236A23L27/30
Inventor 黎四芳
Owner WUHAN HUASWEET
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