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Method for synthesizing aliphatic amine compound

A technology of aliphatic amines and synthesis methods, which is applied in the field of synthesis of aliphatic compounds, can solve the problems of harsh reaction conditions, high risk, and high energy consumption, and achieve the effects of less side reactions, less three-waste emissions, and less investment in equipment

Inactive Publication Date: 2011-05-25
BEIJING INSTITUTE OF TECHNOLOGYGY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above three processes all need to be reacted under high temperature, high pressure and metal catalyst conditions, the reaction conditions are harsh, the risk is high, the energy consumption is large, and the cost is high

Method used

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  • Method for synthesizing aliphatic amine compound
  • Method for synthesizing aliphatic amine compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Step 1. Add 6ml of tetraisopropyl titanate (20mmol), 25ml of anhydrous methanol, and 1.14g of 2-heptanone (10mmol) into a closed reaction vessel with an aeration device, and introduce stable ammonia into the mixed solution. Gas flow, the pressure is normal pressure, the reaction temperature is normal temperature 10 ° C, stirred for 3 hours, stop passing ammonia, the amount of ammonia added is about 100 mmol, then slowly add 0.6 g sodium borohydride (20 mmol) to the reaction system, and then react 6 hours;

[0027] Step 2, adopt silica gel thin-layer chromatography to track reaction, developing agent is ethyl acetate and sherwood oil, and the volume ratio of ethyl acetate and sherwood oil is 3: 7, and iodine is smoked to develop color; Add 15ml of 1mol / L sodium hydroxide solution in the reactor to terminate the reaction;

[0028] Step 3, filter and remove the white solid to obtain the filtrate, extract the filtrate with 30ml of anhydrous ether, and separate the water ph...

Embodiment 2

[0032] Step 1. Add 6ml of tetraisopropyl titanate (20mmol), 25ml of 3mol / L ethanol solution of ammonia, and 1.14g of 2-heptanone (10mmol) into a closed reaction vessel, the pressure is normal pressure, and the reaction temperature is normal temperature 20°C, stirred and reacted for 4 hours, then slowly added 0.6 g of sodium borohydride (20 mmol) to the reaction system, and reacted for another 7 hours;

[0033] Step 2, adopt silica gel thin-layer chromatography to track reaction, developing agent is ethyl acetate and sherwood oil, and the volume ratio of ethyl acetate and sherwood oil is 3: 7, and iodine is smoked to develop color; Add 15ml of 1mol / L sodium hydroxide solution in the reactor to terminate the reaction;

[0034] Step 3, filter and remove the white solid to obtain the filtrate, extract the filtrate with 30ml of anhydrous ether, and separate the water phase; extract the organic phase with 15ml of 1mol / L hydrochloric acid solution, and separate the organic phase; the...

Embodiment 3

[0038] Step 1. Add 6ml of tetraisopropyl titanate (20mmol), 0.55g of propargyl amine (10mmol), 1.14g of 2-heptanone (10mmol), and 30ml of absolute ethanol into a closed reaction vessel at normal pressure , the reaction temperature is normal temperature 20°C, stirred and reacted for 3 hours, then slowly added 0.6g sodium borohydride (20mmol) to the reaction system, and reacted for another 7 hours;

[0039] Step 2, adopt silica gel thin-layer chromatography to track reaction, developing agent is ethyl acetate and sherwood oil, and the volume ratio of ethyl acetate and sherwood oil is 3: 7, and iodine is smoked to develop color; Add 20ml of 1mol / L sodium hydroxide solution to the reactor to terminate the reaction;

[0040] Step 3, filter and remove the white solid to obtain the filtrate, extract the filtrate with 30ml of anhydrous ether, and divide the aqueous phase; extract the organic phase with 20ml of 1mol / L hydrochloric acid solution, and divide the organic phase; the aqueou...

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Abstract

The invention discloses a method for synthesizing an aliphatic amine compound, which belongs to the field of synthesis of aliphatic compounds. In the technical scheme provided by the invention, aliphatic ketone and ammonia, or the aliphatic ketone and low-grade primary amine are used as raw materials; tetraisopropyl titanate is used as a catalyst; sodium borohydride is used as a reducing agent; one or a mixture of more than two of absolute ethanol, absolute methanol and isopropyl alcohol is used as a reaction solvent; and the aliphatic amine compound is synthesized by a one-step method. According to the technical scheme, a normal temperature and pressure reaction is adopted; the method is easily, conveniently and safely operated and low in cost, has simple and readily available raw materials, and is environmentally-friendly, and the discharge of three wastes (waste water, waste gas and industrial residues) is reduced; a reaction process has low difficulty, and the subsequent separation of a product is easy to operate; the method has the advantages of a small number of side reactions and high yield; the problems that the reaction is required to be performed at a high temperature under high pressure in the presence of a metal catalyst and has rigorous conditions, high danger, high energy consumption and high cost in the conventional industrial aliphatic amine production process are solved; and the method is suitable for large-scale industrial production.

Description

technical field [0001] The technical solution relates to a method for synthesizing fatty amine compounds. Specifically, the technical solution relates to a method for synthesizing fatty amine compounds under normal temperature and pressure conditions, which belongs to the field of synthesis of aliphatic compounds. Background technique [0002] As an important chemical raw material, aliphatic amine compounds have been widely used in the fields of medicine, pesticide, dyestuff and information industry, etc., especially many high-grade aliphatic amines are one of the important intermediates for the production of surfactants. They are widely used in industrial and agricultural production and It occupies an irreplaceable important position in people's daily life. [0003] At present, there are mainly three kinds of relatively mature fatty amine production processes in the industry: one is to use fatty alcohol as a raw material, under the action of metal catalysts such as copper, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/28C07C211/03C07C211/23
Inventor 邓玉林孙建华戴荣继孟薇薇
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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