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A kind of synthetic method of tetrahydro-3-furan methanol

A technology of furanmethanol and tetrahydrofuran, which is applied in the synthesis field of tetrahydro-3-furanmethanol, can solve the problems of cumbersome synthesis route, many "three wastes", difficult operation, etc., and achieves simple post-processing, less three wastes" and high yield Effect

Active Publication Date: 2021-02-02
CHENGDU ORGANOCHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The technical problem to be solved by the present invention is: the synthesis route of 3-hydroxymethyl-tetrahydrofuran in the prior art is cumbersome, difficult to operate, many "three wastes" and high cost. , a kind of synthetic method of tetrahydro-3-furan methanol with simple operation and high yield

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  • A kind of synthetic method of tetrahydro-3-furan methanol
  • A kind of synthetic method of tetrahydro-3-furan methanol

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Embodiment

[0027] A synthetic method of tetrahydro-3-furanmethanol, the specific preparation method is as follows:

[0028] At 0°C, slowly add chloroethanol (80.5g, 1mol) dropwise into a solution of malonic acid (104g, 1mol) and 300g of tetrahydrofuran for 2 hours, then add 1g of concentrated sulfuric acid, and return to room temperature at 25°C for reaction After 16 hours, tetrahydrofuran was recovered by distillation to obtain 160 g of monochloroethyl malonate with a yield of 96.6% and a purity of 91% by GC analysis.

[0029] Disperse NaH (40g, 1mol) in 200g of toluene, stir at 0°C for 1h, then dissolve monochloroethyl malonate (150g, 0.9mol) in 200g of toluene, and slowly add it dropwise to In the reaction bottle, return to room temperature (25°C) and react for 12 hours, cool down to 0°C, adjust the pH to 3-4 with concentrated hydrochloric acid, filter to remove inorganic salts, and distill the mother liquor to recover toluene to obtain 3-formic acid-γ-butyrolactone , 105.5g, yield 9...

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Abstract

The invention discloses a synthesis method of tetrahydro-3-furfuryl alcohol, and solves the problems of complicated route, operation difficulty, many three wastes and high cost of 3-hydroxymethyl-tetrahydrofuran synthesis in the prior art. The method comprises the following steps of (1) in an organic solvent, performing reaction on malonic acid and chlorohydrin under the existence of a catalyst A to produce ethyl oxalyl chloride; (2) performing closed loop reaction on the ethyl oxalyl chloride under the alkali effect to produce 3-formic acid-gamma-butyrolactone; (3) performing reduction and purification on the 3-formic acid-gamma-butyrolactone under the conditions of a reducing agent and a catalyst B to obtain 3-hydroxymethyl-tetrahydrofuran. The synthesis method has the advantages that the post treatment is simple; green and environment-friendly effects are achieved; the cost is low; the operation is simple; the yield is high, and the like.

Description

technical field [0001] The invention relates to a synthesis method, in particular to a synthesis method of tetrahydro-3-furanmethanol. Background technique [0002] 3-Hydroxymethyl-tetrahydrofuran is an important intermediate in the synthesis of dinotefuran. Dinotefuran is a third-generation neonicotinoid insecticide developed by Mitsui Chemicals. Its chemical structure is quite different from that of the existing nicotinic insecticides. Its tetrahydrofuranyl group replaces the previous chloropyridyl group and chloroimidazolyl group, and it does not contain halogen. At the same time, it is also different from nicotine in terms of performance, not only has a wider insecticidal spectrum, but also is very safe to crops, humans, animals and the environment. Its chemical structural formula is as follows: [0003] [0004] There are many reports on the synthesis of 3-hydroxymethyl-tetrahydrofuran, but there are different problems such as cumbersome routes, difficult operatio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/12
CPCC07D307/12
Inventor 陈军谈平忠谈平安周永恒
Owner CHENGDU ORGANOCHEM CO LTD
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