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Method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by gas-solid phase technology

A technology of cyclohexanedimethanol and cyclohexanedicarboxylic acid, which is applied in the field of high-efficiency synthesis of 1R, 2R-cyclohexanedimethanol by gas-solid phase method, can solve problems such as the lack of chiral carboxylic acid hydrogenation technology, and prevent The effect of racemization

Active Publication Date: 2020-01-10
SUZHOU JINGYE MEDICINE & CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the fact that chiral compounds are prone to racemization in a high temperature environment for a long time, the heterogeneous catalytic hydrogenation technology of chiral carboxylic acids is very scarce.

Method used

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  • Method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by gas-solid phase technology
  • Method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by gas-solid phase technology
  • Method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by gas-solid phase technology

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preparation example Construction

[0026] In some embodiments, the preparation method of the catalyst comprises:

[0027] Impregnate the oxide support in a solution containing synergistic catalytic elements, dry it, then calcinate the dried material in air at 200-1200°C for 5-24h, and then impregnate the calcined product in a solution containing hydrogenation metal elements , and then dried to obtain a catalyst precursor, then calcining the catalyst precursor in air at 200-1200°C for 5-24h, and finally reducing it in a reducing atmosphere at 100-1000°C for 1-24h to obtain the catalyst;

[0028] Alternatively, the oxide carrier is impregnated in a mixed solution containing synergistic catalytic elements and hydrogenation metal elements, and then dried to obtain a catalyst precursor, and then the catalyst precursor is calcined in air at 200-1200° C. for 5-24 hours, and then performing a reduction reaction at 100-1000° C. for 1-24 hours in a reducing atmosphere to obtain the catalyst;

[0029] Alternatively, mix ...

Embodiment 1

[0047] Preparation of Pt / Re / silica catalyst: Add 2g of silica powder into the mixed solution of 0.005mol / L ammonium rhenate and 0.005mol / L chloroplatinic acid, mix thoroughly and evenly, and dry at 200°C in air Calcination for 5 h, followed by reduction in 5% hydrogen and 95% nitrogen at 100° C. for 1 h to obtain the catalyst.

Embodiment 2

[0049] Preparation of Ni / Mo / zsm-5 molecular sieve catalyst: Add 2.0g zsm-5 molecular sieve powder into the mixed solution of 0.005mol / L nickel nitrate and 0.005mol / L molybdic acid, mix well, and dry it before heating in air at 1200℃ Calcination for 24 hours, followed by reduction in 10% hydrogen and 95% argon at 1000° C. for 24 hours to obtain the catalyst.

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Abstract

The invention discloses a method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by a gas-solid phase technology. The method comprises the following steps: continuously inputting a 1R,2R-cyclohexanedicarboxylic acid and / or 1R,2R-cyclohexanedicarboxylic acid derivative solution into a continuous tubular reactor provided with a catalyst in a reducing atmosphere, and performing a continuousreaction at an air speed of 0.01-1000 g / g.h to obtain the 1R,2R-cyclohexanedimethanol. The method fully utilizes the characteristics of the gas-solid phase technology, and raw materials and the product only stay in the reaction system for a short time, so racemization of chiral compounds at a high temperature is effectively prevented, continuous production of 1R,2R-cyclohexanedimethanol is achieved, and the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for efficiently synthesizing 1R, 2R-cyclohexanedimethanol by a gas-solid phase method. Background technique [0002] Alcohols containing chiral groups are a typical class of high value-added fine chemicals, especially in the synthesis of medicines, which have a very wide range of applications. 1R, 2R-cyclohexanedimethanol is an important intermediate for the synthesis of lurasidone hydrochloride (an antipsychotic drug with annual sales of nearly 2 billion US dollars, of which the price of chiral diol monomer is about 4 million RMB / ton) . At present, the main process for preparing chiral alcohols including the above-mentioned chiral dihydric alcohols is: acid acylation-esterification-chemical reduction. Requires the use of environmentally unfriendly acyl chloride reagents and excess NaBH 4 The reducing agent produces a large amount of inorganic wa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/149C07C31/27B01J23/656B01J29/48B01J23/89B01J23/68B01J23/62
CPCB01J23/626B01J23/6567B01J23/682B01J23/898B01J29/48B01J2229/18C07B2200/07C07C29/149C07C2601/14C07C31/27
Inventor 李福伟高广赵泽伦孙鹏龙向东石利军岳成涛聂超
Owner SUZHOU JINGYE MEDICINE & CHEM