Preparation method of 1-adamantanol

A technology of adamantanol and adamantane, which is applied in the field of preparation of 1-adamantanol, can solve the problems of high safety risk, poor selectivity, and high cost, and achieve the effects of small safety risk, simple operation, and less waste

Inactive Publication Date: 2017-05-10
VALIANT CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0020] The present invention aims to solve the technical problems of poor selectivity, high safety risk, serious pollution and high cost in the preparation method of 1-adamantanol in the prior art, and provide a kind of high selectivity, safety, less waste, high yield and easy industrial production Preparation method of high-purity 1-adamantanol

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  • Preparation method of 1-adamantanol
  • Preparation method of 1-adamantanol
  • Preparation method of 1-adamantanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] The preparation method of the 1-adamantanol of the present embodiment, comprises the steps:

[0051] (1) At room temperature, add 400.0g (2.94mol) of adamantane to a mixed system of 517.6g (3.24mol) of bromine and 20.0g of water in a 2L three-necked flask, and the white adamantane solid gradually dissolves after bromine is added , the system is quickly filled with brown-red gas, and a reflux condenser is installed (low-temperature ethanol is used as the cooling medium), and the temperature rises slowly in stages for reaction, followed by three temperature stages of heat preservation reaction, every 3 hours is a stage, the first stage is 40 ° C, the second stage The stage is 70°C, and the third stage is 120°C. Sampling GC test shows that the remaining adamantane is less than 2.5%, stop the reaction, and react to generate 1-bromoadamantane to obtain a mixed system containing 1-bromoadamantane.

[0052] (2) The mixed system containing 1-bromoadamantane prepared in step (1)...

Embodiment 2

[0055] The preparation method of the 1-adamantanol of the present embodiment, comprises the steps:

[0056](1) At room temperature, add 400.0g (2.94mol) of adamantane to a mixed system of 720.0g (4.51mol) of bromine and 40.0g of water in a 2L three-necked flask at room temperature. After adding bromine, the white adamantane solid gradually dissolves , the system is quickly filled with brown-red gas, a reflux condenser is installed (low-temperature ethanol is used as the cooling medium), and the temperature rises slowly in stages. The reaction is followed by three temperature stages of heat preservation and reaction. Every 3 hours is a stage, the first stage is 50 ° C, the second stage The stage is 80°C, and the third stage is 110°C. Sampling GC test shows that the remaining adamantane is less than 2.5%, stop the reaction, and react to generate 1-bromoadamantane to obtain a mixed system containing 1-bromoadamantane.

[0057] (2) The mixed system containing 1-bromoadamantane pre...

Embodiment 3

[0060] The preparation method of the 1-adamantanol of the present embodiment, comprises the steps:

[0061] (1) At room temperature, add 400.0g (2.94mol) of adamantane to a mixed system of 894.1g (5.61mol) of bromine and 120.0g of water in a 2L three-necked flask, and the white adamantane solid gradually dissolves after bromine is added , the system is quickly filled with brown-red gas, and a reflux condenser is installed (low-temperature ethanol is used as the cooling medium). The stage is 90°C, and the third stage is 120°C. Sampling GC test shows that the remaining adamantane is less than 2.5%, stop the reaction, react to generate 1-bromoadamantane, and obtain a mixed system containing 1-bromoadamantane.

[0062] (2) The mixed system containing 1-bromoadamantane prepared in step (1) was distilled at 30-60°C to remove excess bromine, and when the bromine-free steam evaporated, stop the distillation and control the temperature of the mixed system When the temperature is 30-80...

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Abstract

The invention discloses a preparation method of 1-adamantanol and belongs to the technical field of chemical engineering. The preparation method comprises steps as follows: (1), adamantine is added to a bromine and water mixed system and subjected to heat preservation at three temperature stages in sequence, 1-bromoadamantane is produced through the reaction, and a mixed system containing 1-bromoadamantane is obtained; (2), the mixed system containing 1-bromoadamantane in the step (1) is subjected to atmospheric distillation, excessive bromine is separated out, temperature of the mixed system is controlled, an aqueous solution of sodium metabisulfite is dropwise added, a heat preservation reaction is performed, and a 1-adamantanol crude product is prepared; (3), the 1-adamantanol crude product prepared in the step (2) is added to a mixed solvent prepared from water and an organic solvent mutually soluble with water, activated carbon is added, the mixed solution is heated and filtered, filtrate is crystallized and subjected to suction filtration, and 1-adamantanol is obtained. The preparation method is simple to operate, has low safety risk and few three wastes, and is high in yield and suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of 1-adamantanol, which belongs to the technical field of chemical industry. Background technique [0002] 1-Adamantanol, the chemical name is 1-tricyclo[3.3.1.1(3.7)]decanol, the molecular formula is C 10 h 16 O, melting point >240°C, soluble in organic solvents, insoluble in water, sublimable, has the following structural formula: [0003] [0004] As an important fine chemical, 1-adamantanol is widely used in the fields of medicine, electronic materials and cosmetics, such as for the manufacture of synthetic adamantane derivatives and adabalin, for the preparation of monolithic photoresist bodies, photochromic compounds. [0005] There are many related reports on the synthesis of this intermediate at home and abroad, mainly as follows: [0006] Method 1: bromide hydrolysis [0007] [0008] Method 2: direct oxidation method [0009] [0010] Method 3: Hydrolysis of adamantane sulfonate ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/124C07C35/37
CPCC07C29/124C07C17/10C07C35/37C07C23/38
Inventor 杜体建李炬张梅肖景超房立平杨光
Owner VALIANT CO LTD
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