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Benzyl butyl phthalate hapten derivative, preparation method of benzyl butyl phthalate hapten derivative and detection method of benzyl butyl phthalate

A technology of butyl benzyl phthalate and nitrobutyl benzyl phthalate, applied in the field of organic synthesis, can solve the problem of not having immunogenicity and not involving butyl benzyl phthalate hapten Derivatives, whole antigens and reports of immunoassays, etc., to achieve the effect of simple synthesis method and high purity

Active Publication Date: 2015-02-25
青岛汉德森生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In recent years, various phthalates environmental hormone immunoassays have been reported one after another, but the literature does not involve hapten derivatives of butylbenzyl phthalate, whole antigens and immunoassay reports
Since butyl benzyl phthalate is a small molecule, it is reactive but not immunogenic

Method used

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  • Benzyl butyl phthalate hapten derivative, preparation method of benzyl butyl phthalate hapten derivative and detection method of benzyl butyl phthalate
  • Benzyl butyl phthalate hapten derivative, preparation method of benzyl butyl phthalate hapten derivative and detection method of benzyl butyl phthalate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Synthesis of Butylbenzyl 4-Aminophthalate

[0057] Mix 9.655g of 4-nitrophthalic anhydride and 5.125mL of anhydrous n-butanol into a three-neck flask with a reflux condenser, a thermometer and a rotor, and raise the temperature to 120°C under stirring to completely dissolve it into Colorless transparent liquid, cooled, stirred and refluxed at 110°C for 1.0 hour, then cooled the reaction solution to 80°C, neutralized with 40% sodium hydroxide solution, and adjusted the pH of the solution to 8-8.5 with 20% sodium carbonate solution . Add 6g of polyethylene glycol 600 under stirring, raise the temperature to 100°C and slowly add 26mL of benzyl chloride dropwise. After reacting at 100°C for 4 hours, the crude product is separated and purified by column chromatography after cooling to obtain a yellow oily liquid which is 4 -Butylbenzyl nitrophthalate.

[0058] Dissolve 0.608g of 4-nitrobutylbenzyl phthalate into 20mL of benzene, add some zinc powder; The molar ratio of 4-...

Embodiment 2

[0082] Synthesis of butylbenzyl 4-aminophthalate:

[0083] Mix 19.31g of 4-nitrophthalic anhydride and 23.30mL of anhydrous n-butanol into a three-necked flask with a reflux condenser, a thermometer and a rotor, and raise the temperature to 110°C under stirring to completely dissolve Color transparent liquid, cooled, stirred and refluxed at 105°C for 2.0 hours, then cooled the reacted solution to 70°C, neutralized with 30% sodium hydroxide solution, and adjusted the pH of the solution to 8-8.5 with 20% sodium carbonate solution. Add 10g of polyethylene glycol 800 under stirring, raise the temperature to 115°C and slowly add 25.3mL of benzyl chloride dropwise, react at 100°C for 2.5 hours, the crude product is separated and purified by column chromatography after cooling to obtain a yellow oily liquid which is 4-Nitrobutylbenzyl phthalate, yield 71%.

[0084] Dissolve 0.525g of 4-nitrobutylbenzyl phthalate into 15mL of benzene, add some magnesium powder; The molar ratio of 4-...

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PUM

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Abstract

The invention relates to a benzyl butyl phthalate hapten derivative, a preparation method of the benzyl butyl phthalate hapten derivative and a detection method of benzyl butyl phthalate. The hapten derivative is benzyl butyl 4-aminophthalate. The preparation method comprises that 4-nitrophthalic anhydride undergoes a hydrolysis esterification reaction, the hydrolysis esterification product and benzyl chloride undergo a reaction to produce benzyl butyl 4-nitrophthalate, and the benzyl butyl 4-nitrophthalate is reduced to form the final product. The detection method comprises antigen and antibody preparation, standard curve drawing and sample benzyl butyl phthalate content determination. The detection method has high sensitivity, high selectivity, short detection time and low cost.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a hapten derivative of butyl benzyl phthalate, a preparation method thereof, and a detection method of butyl benzyl phthalate. Background technique [0002] Environmental hormones, also known as environmental hormones, refer to exogenous chemical substances that interfere with the normal endocrine functions of organisms and the human body. They are mainly released into the environment by human activities and exert influence on the normal hormone functions of the human body and organisms. They have similar estrogen The role of various organisms, including humans, leading to decreased reproductive function, genital tumors, decreased immunity, and can cause various physiological abnormalities. [0003] Phthalates are a class of compounds in environmental hormones and are mainly used as plasticizers. Benzyl butyl phthalate (BBP) is a common phthalate compound, ...

Claims

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Application Information

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IPC IPC(8): C07C227/04C07C229/62C07C229/66G01N33/543G01N33/531
Inventor 张明翠洪文童
Owner 青岛汉德森生物科技有限公司
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