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Production method of cis-3,4-tetrahydrofuran diol

A technology of tetrahydrofuran diol and cis-3, which is applied in the field of chemical engineering, can solve the problems of many by-products, low yield, and limitations, and achieve the effects of less impurity content, simple purification process, and low production cost

Inactive Publication Date: 2014-05-21
BAOLINGBAO BIOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The preparation research of cis-3,4-tetrahydrofuran diol began abroad since the 1950s (US Patent 2572566; Klosterman, H.; J. Am. Chem. Soc 1952, 74, 5336.), but the conversion rate of cis-3,4-tetrahydrofuran diol is usually lower than 50%, there are many by-products, the product refining process is complex, and the yield is low, resulting in high production costs. Limits the large-scale application of cis-3,4-tetrahydrofuran diol

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preheat the round bottom distillation flask to 120°C, add 50 g erythritol crystals and 0.05 g 001×7 "732" resin, adjust the pressure of the distillation flask to 0.1 bar, react for 0.5 h, and transfer the reaction product to a % silica gel, 1% ethyl acetate and 5% sodium bicarbonate in an adsorption solution, stirred at room temperature for 1 h, filtered through a plate, and recrystallized to obtain cis-3,4-tetrahydrofuran diol. 1 According to HNMR and GC, the yield of cis-3,4-tetrahydrofuran diol reached 62.4%, and the purity was 96.5%.

Embodiment 2

[0022] Preheat the round bottom distillation flask to 160°C, add 50 g erythritol crystals and 0.25 g toluenesulfonic acid, adjust the pressure of the distillation flask to 0.25 bar, react for 1.5 h, and transfer the reaction product to a 7% silica gel, 4 % ethyl acetate and 8% sodium bicarbonate adsorption solution, stirred at room temperature for 1 h, filtered through a plate, and recrystallized to obtain cis-3,4-tetrahydrofuran diol. 1 According to HNMR and GC, the yield of cis-3,4-tetrahydrofuran diol reached 72.4%, and the purity was 97.1%.

Embodiment 3

[0024] Preheat the round bottom distillation flask to 240°C, add 50 g of erythritol crystals and 0.5 g of Amberlyst131 resin, adjust the pressure of the distillation flask to 0.5 bar, react for 2.5 h, transfer the reaction product to a mixture containing 15% silica gel, 10% In an adsorption solution of ethyl acetate and 15% sodium bicarbonate, stir at room temperature for 1 h, filter through a plate, and recrystallize to obtain cis-3,4-tetrahydrofuran diol. 1 According to HNMR and GC, the yield of cis-3,4-tetrahydrofuran diol reached 73.4%, and the purity was 97.8%.

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PUM

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Abstract

The invention discloses a production method of cis-3,4-tetrahydrofuran diol. According to the production method, erythritol crystals, and an erythritol-containing solution or erythritol crystallization mother liquor are used as raw materials and are subjected to pretreatment, high-temperature vacuum acid catalysis, adsorption impurity removal, recrystallizing purification and the like so as to produce the cis-3,4-tetrahydrofuran diol. The production method has the advantages that the generation of polymer impurities is limited, the conversion rate of erythritol exceeds 80%, the production cost is low, the product quality is high, and the industrial application of the cis-3,4-tetrahydrofuran diol is facilitated.

Description

technical field [0001] The invention belongs to the field of chemical engineering, and relates to the production of cis-3,4-tetrahydrofuran diol, more particularly, relates to a method that uses erythritol crystals, a solution containing erythritol or an erythritol crystallization mother liquor as a raw material The production method of cis-3,4-tetrahydrofuran diol. Background technique [0002] cis-3,4-tetrahydrofuran diol is a stable cyclic diol; the raw material for production is erythritol, which is mainly obtained through microbial fermentation. cis-3,4-tetrahydrofuran diol is widely used as an intermediate in the preparation of polyesters, polyethers and plasticizers, which can effectively increase the hardness of polymers. In addition, cis-3,4-tetrahydrofuran diol can also be used in the synthesis of natural products, metal complexes and potential antiviral substances. [0003] The research on the preparation of cis-3,4-tetrahydrofuran diol began in foreign countrie...

Claims

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Application Information

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IPC IPC(8): C07D307/20
CPCC07D307/20
Inventor 刘宗利王乃强刘海玉胥九兵李方华
Owner BAOLINGBAO BIOLOGY
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