Method for preparing alpha-alkamine using alpha-aminoacid as raw material and used catalyst and preparation of catalyst

A catalyst, amino alcohol technology, applied in the preparation of organic compounds, preparation of amino hydroxyl compounds, catalysts for physical/chemical processes, etc., can solve the problems of low single-pass conversion rate, long production cycle, long reaction time, etc., to shorten the reaction time. The steps, the production process are simple, and the raw material utilization rate is high.

Active Publication Date: 2008-11-05
绍兴众昌化工股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] 1) The production cycle is too long, and the post-processing is complicated. It takes about 132 hours to produce a batch normally
[0015] 2) The energy consumption of the reducing agent potassium borohydride preparation process is high, and the price is expensive, which causes the production cost of the method to be too high
[0016] 3) The esterification reaction uses a large amount of thionyl chloride to produce a large amount of SO 2 The acid gas of HCl and HCl requires multi-stage tail gas absorption, which increases the pollution; at the same time, the recovered by-product hydrochloric acid contains SO 2 while restricting its downstream use
[0017] 4) Both the esterification reaction and the reduction reaction must be cooled with refrigerated brine, and a high-power refrigeration unit is required, resulting in a large power consumption
[0018] 5) The yield is low, the molar yield of DL-2-aminopropanol to DL-2-alanine is only about 65%
The reaction conditions of this method are still very harsh, the pressure is too high, the reaction time is long, and the conversion rate per pass is low, so it is not suitable for industrial production.

Method used

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  • Method for preparing alpha-alkamine using alpha-aminoacid as raw material and used catalyst and preparation of catalyst
  • Method for preparing alpha-alkamine using alpha-aminoacid as raw material and used catalyst and preparation of catalyst
  • Method for preparing alpha-alkamine using alpha-aminoacid as raw material and used catalyst and preparation of catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] 100 grams of commercially available high-strength coconut shell activated carbon was heated at 80° C. for 3 hours with 2000 milliliters of 10% nitric acid solution, and filtered to obtain filter cake 1. The filter cake 1 was added to 2000 ml of 10% aqueous sodium hydroxide solution, stirred and washed, and filtered to obtain the filter cake 2. Filter cake 2 was added to 2000 ml of 10% nitric acid solution, stirred and washed, and filtered to obtain filter cake 3. The filter cake 3 is washed with deionized water until the effluent is free of nitrate. Take 0.6 g of CuCl 2 and 1 g FeCl 2 ·6H 2 O, dissolve with 10 ml of 31% hydrochloric acid and 2000 ml of water, under stirring, disperse the aforementioned pretreated activated carbon evenly in it to obtain a suspension, keep stirring at 80°C for 4 hours, and evaporate the suspension at 100-150°C to dryness, and then calcined at 450°C to obtain a modified carrier. 8.2 g RuCl 3 and 1.67 g PdCl 2 Dissolve with 40 millil...

Embodiment 2

[0044] In a 1-liter autoclave, put 500ml of water, 60 grams of DL-2-alanine, and 1 gram of the catalyst prepared in Example 1, start stirring, adjust the pH of the solution to 3.5, replace hydrogen twice, and pass hydrogen to 160°C, pressure 6MPa, keep for 8 hours, during the process, hydrogen is fed intermittently, keep the pressure at 6MPa. After the reaction was completed, filter, and use the filter cake (catalyst) mechanically; the filtrate was distilled and separated to obtain 42.0 g of DL-2-aminopropanol, with a GC analysis content of 99.8% and a product yield of 83.1%.

Embodiment 3

[0046] In a 1-liter autoclave, put 500ml of water, 60 grams of DL-2-alanine, and 1 gram of the catalyst prepared in Example 1, adjust the pH of the solution to 4.5, start stirring, replace hydrogen twice, and pass hydrogen to 170°C, pressure 7MPa, keep it for 8 hours, during the process, hydrogen gas is fed intermittently, keep the pressure at 7MPa. After the reaction was completed, filter, and use the filter cake (catalyst) mechanically; the filtrate was distilled and separated to obtain 43.0 g of DL-2-aminopropanol, with a GC analysis content of 99.6% and a product yield of 85.0%.

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Abstract

The invention relates to a method for preparing alpha-amino alcohol by taking alpha-amino acid as raw material and a catalyst used in the method and a preparation method for the catalyst. The catalyst consists of three components; a first component is selected from the elements of Ru and Pd and one or more salts and oxides thereof; a second component is selected from the elements of cuprum, nickel, iron, bismuth, stannum, cadmium, magnesium, aluminum, cobalt, lead, titanium, selenium, zinc, zirconium, germanium, rhodium and cerium and one or more of oxides and salts thereof; a third component is a carrier. The alpha-amino acid is deoxidized by hydrogen in a water solution or the mixed solution of water and a water-miscible dissolvent in the effect of the catalyst and synthesized into the alpha-amino alcohol with one-step method. The method is characterized by simple steps, short production period, little pollution, and low production cost, etc.

Description

technical field [0001] The invention relates to a method for preparing α-amino alcohol by using α-amino acid as raw material, a catalyst used in the method and a preparation method of the catalyst. Specifically, it relates to DL-2-alanine, D-2-alanine or L-2-alanine as raw material, in aqueous solution or water-mixed solution with water-miscible solvent under the action of catalyst Reduction of DL-2-alanine, D-2-alanine or L-2-alanine with hydrogen, one-step synthesis and separation of DL-2-aminopropanol, D-2-aminopropanol, L- 2-Aminopropanol method. Background technique [0002] DL-2-aminopropanol, D-2-aminopropanol, L-2-aminopropanol is an important fine chemical product, widely used in medicine, chemical industry, food, pesticide and other fields, and is a quinolone antibacterial drug One of the key synthetic raw materials of ofloxacin and levofloxacin. [0003] There are two synthetic routes of ofloxacin: [0004] 1. Route 1: Synthetic route using trifluoronitrobenze...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/89C07C215/06C07C213/00
Inventor 严间浪陈超明
Owner 绍兴众昌化工股份有限公司
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