Synthesis of seleno-methionine

A technology of selenomethionine and its synthesis method, which is applied in the field of selenium-containing compounds, can solve the problems of low yield, large equipment investment, and difficulty in industrial production, and achieve the effects of simple steps, mild reaction conditions, and high product yield

Inactive Publication Date: 2007-01-17
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In short, the existing synthetic processes all have complicated process routes, low yields, and large investment in equipment, making it difficult to realize industrial production.

Method used

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  • Synthesis of seleno-methionine
  • Synthesis of seleno-methionine

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Embodiment 1

[0015] The preparation of step (1), α-aminobutyrolactone hydrochloride

[0016] 75g (0.50mol) of methionine was added to methanol aqueous solution (methanol / water=200:1400), and 75mL (1.21mol) of methyl iodide was added under stirring. Stir the reaction for 48 hours, distill and concentrate the reaction solution to about 1 / 3 of the original volume, add 500mL water, 42g (0.5mol) NaHCO 3 Hydrolyze the aqueous solution, heat to reflux for 15 hours, cool, distill off the solvent, add 1000mL of concentrated hydrochloric acid to acidify, and add 25mL of 30% H 2 o 2 , stirred and reacted for 1 hour, extracted with ether to remove iodine, continued to reflux the water phase for 1 hour, cooled, distilled off the solvent, extracted the residual solid with ethanol several times, added 1000 mL of concentrated hydrochloric acid after concentration of the extract and heated to reflux for 1 hour, distilled off Solvent, the crude product was recrystallized with ethanol / water to obtain 50.6 ...

Embodiment 2

[0020] Step (1), with embodiment 1.

[0021] Step (2), under nitrogen protection and stirring, the α-aminobutyrolactone hydrochloride 7.74g (0.056mol) prepared above was added in the absolute ethanol solution of sodium methylselenide 12.41g (0.084mol), Heat to reflux for 8 hours, cool, add acetic acid to neutralize until the pH value is 5.75, and filter to obtain a white product, selenomethionine, 5.85 g, with a yield of 53%.

Embodiment 3

[0023] Step (1), with embodiment 1.

[0024] Step (2), under nitrogen protection and stirring, the α-aminobutyrolactone hydrochloride 7.74g (0.056mol) prepared above was added in the absolute ethanol solution of sodium methylselenide 20.68g (0.141mol), Heating to reflux for 8 hours, cooling, adding acetic acid to neutralize to a pH value of 5.75, and filtering to obtain a white product, selenomethionine, 8.29 g, with a yield of 74%.

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Abstract

Synthesis of seleno-methionine is carried out by cyclic synthesizing methionine, obtaining alpha -amino-butyrolactone chloride, addition ring opening sodium methyl-hydroselenide with alpha -amino-butyrolactone chloride, and obtaining seleno-methionine. Its advantages include simple operation, moderate reacting condition, and high efficiency.

Description

technical field [0001] The invention relates to a selenium-containing compound, in particular to a synthesis method of selenomethionine. Background technique [0002] Selenium is one of the essential trace elements for the human body. It has a variety of immune and biological functions, especially its functions of preventing cardiovascular disease, anti-tumor, anti-viral diseases and anti-aging. In addition, the nutritional effect of selenium on the human body and Selenium supplementation is also very important in the prevention of certain diseases, which has attracted special attention in recent years. At present, selenium supplement products on the market are divided into two categories: inorganic selenium and organic selenium. Inorganic selenium is mainly composed of sodium selenate and sodium selenite, while organic selenium is mainly composed of selenomethionine. Inorganic selenium (sodium selenate and sodium selenite) is easy to prepare, but its side effects are large...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C391/00
Inventor 魏学红董国臣郝俊生刘滇生
Owner SHANXI UNIV
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