Conversion process of primary alcohol, hexamethylene glycol, tertiary amyl alcohol or cyclohexanol into halohydrocarbon in acid ionic liquid [Hmim] X,X==Cl,Br or I)

A technology of acidic ionic liquid and hexanediol, which is applied in the preparation of halogenated hydrocarbons, chemical instruments and methods, organic chemistry, etc., can solve the problems of unstable yield and long reaction time, and achieve the effect of environmental friendliness and simple process

Inactive Publication Date: 2005-11-02
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But in this document, still need to use inorganic or organic acid as catalyst, and reaction time is long, and yield is also unstable

Method used

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  • Conversion process of primary alcohol, hexamethylene glycol, tertiary amyl alcohol or cyclohexanol into halohydrocarbon in acid ionic liquid [Hmim] X,X==Cl,Br or I)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] 100g Brφnsted acidic ionic liquid [Hmim] + Cl - Put 8.1g of n-butanol into the reaction flask, stir, heat, control the temperature at 110°C, react for 12 hours, let the reaction solution stand, settle by gravity, and separate the layers to obtain 96% yield of n-butane chloride. Add 10.8g of 37% hydrochloric acid solution to the Brφnsted acidic ionic liquid in the lower layer, and the regenerated ionic liquid can be recycled after evaporating water.

Embodiment 2

[0015] 100g Brφnsted acidic ionic liquid [Hmim] + Br - and 8.1 g of n-butanol were placed in a reaction flask, stirred, heated, and the temperature was controlled at 110° C. to react for 12 hours. The reaction solution was left to stand, gravity settled, and layered to obtain n-butane bromide with a yield of 98%. Add 18.9g of 47% hydrobromic acid solution to the Brφnsted acidic ionic liquid in the lower layer, and the regenerated ionic liquid can be recycled after distilling off the water.

Embodiment 3

[0017] 100g Brφnsted acidic ionic liquid [Hmim] + I - Put 8.1g of n-butanol into the reaction flask, nitrogen protection, stirring, heating, control the temperature at 60°C, react for 20 hours, let the reaction solution stand, settle by gravity, separate layers to obtain n-octane iodide, yield 99% . Add 29.8g of 47% hydroiodic acid solution to the Brφnsted acidic ionic liquid in the lower layer, and the regenerated ionic liquid can be recycled after evaporating water.

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Abstract

The present invention relates to the conversion process of primary alcohol or cyclohexanol in methyl imidazole salt halide and belongs to the field of organic chemical reaction method. The ionic liquid is made to mix with primary alcohol or cyclohexanol through stirring, and the mixture is heated, let stand, gravitationally deposited and separated to obtain halohydrocarbon with the yield being 85-100%. In the reaction, the ionic liquid is used also as catalyst, halogenation reagent and solvent. The present invention has the advantages of high yield, simple technological process, circular use of catalyst and solvent, being environment friendly, etc.

Description

technical field [0001] The present invention relates to acidic ionic liquids [Hmim] + x - , X=Cl, Br, I, i.e. the method for converting primary alcohol, hexanediol, tert-amyl alcohol or cyclohexanol into halogenated hydrocarbons in halomethylimidazolium salts, to be precise, involves Brφnsted acidic ionic liquid [Hmim] + x - , X=Cl, Br, I, that is, the method for converting primary alcohol, hexanediol, tert-amyl alcohol or cyclohexanol in halogenated methylimidazolium salts into halogenated hydrocarbons, which belongs to the technical field of new methods of organic chemical reactions. Background technique [0002] Halides are important intermediates in the pharmaceutical industry. The halogenation method of the background art is usually carried out by carrying out an alcohol and an inorganic salt containing a halide ion under the catalysis of a large amount of concentrated sulfuric acid. The residual waste acid after the reaction causes environmental...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C17/00C07C19/00
Inventor 汤杰孙靖郑瑞吴海虹杨帆何鸣元
Owner EAST CHINA NORMAL UNIV
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