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Method for producing 1,3-dimethyladamantane

一种二甲基金刚烷、制造方法的技术，应用在有机化学方法、化学仪器和方法、异构化制烃等方向，能够解决不是、未知晓、不能再利用氯化铝等问题，达到高收率、降低环境负荷的效果

Active Publication Date: 2013-07-10
MITSUBISHI GAS CHEM CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far it is not known to use HF·BF 3 Method for selectively producing 1,3-dimethyladamantane with high yield by catalyst
[0008] In addition, there is an example of using aluminum chloride as a method for producing 1,3-dimethyladamantane using an acid catalyst, but in order to obtain 1,3-dimethyladamantane in high yield, it is unavoidable to Using expensive 1,2-dichloroethane as a catalyst component, and aluminum chloride cannot be reused, a large amount of waste derived from aluminum chloride is generated, so it is not an industrially advantageous method (refer to Patent Document 5)

Method used

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  • Method for producing 1,3-dimethyladamantane
  • Method for producing 1,3-dimethyladamantane
  • Method for producing 1,3-dimethyladamantane

Examples

Experimental program
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Embodiment 1

[0051] The isomerization reaction of PHA was carried out using an autoclave made of Hastelloy with an internal volume of 0.5 L having an electromagnetic stirring device, a heating device, a gas supply port, a liquid supply port, and a reactant discharge port. 50g (2.5 moles) of HF manufactured by Morita Chemical Industry Co., Ltd. and 100 g (0.6 moles) of PHA were added to the reactor, and 16 g (0.24 moles) of BF manufactured by STELLACHEMIFA CORPORATION were supplied. 3 . Next, the temperature was raised to 100° C. by a heating device without adding a solvent, and the mixture was stirred for 4 hours while maintaining the temperature. When the reaction product liquid was sampled, it was found that the yield of 1,3-dimethyladamantane was 77% based on PHA as a raw material. In addition, based on PHA as a raw material, the yield of 1-ethyladamantane as an intermediate was 15%, and no high boiling point compound was observed. Then, by standing and separating into two layers, an ...

Embodiment 2

[0053] Using HF and BF recovered in Example 1 3 , except that, the reaction was carried out under the same conditions, the yield of 1,3-dimethyladamantane was 75%, and no deactivation of the catalyst was observed. In addition, similarly to Example 1, no high boiling point compound was observed.

Embodiment 3

[0055] The isomerization reaction of PHA was carried out using an autoclave made of Hastelloy with an internal volume of 0.5 L having an electromagnetic stirring device, a heating device, a gas supply port, a liquid supply port, and a reactant discharge port. 50g (2.5 moles) of HF manufactured by Morita Chemical Industry Co., Ltd. and 100 g (0.6 moles) of PHA were added to the reactor, and 16 g (0.24 moles) of BF manufactured by STELLACHEMIFA CORPORATION were supplied. 3 . Next, the temperature was raised to 80° C. by a heating device without adding a solvent, and the mixture was stirred for 4 hours while maintaining the temperature. When the reaction product liquid was sampled, it was found that the yield of 1,3-dimethyladamantane was 51% based on PHA as a raw material. In addition, based on PHA as a raw material, the yield of 1-ethyladamantane as an intermediate was 42%, and no high boiling point compound was observed. Then, by standing and separating into two layers, an o...

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Abstract

According to the present invention, it is possible to provide a method for producing a 1,3-dimethyladamantane represented by formula (2) by performing a skeletal isomerization reaction using, as the catalyst, 0.5 to 1.5 parts by weight of HF and 0.05 to 0.5 parts by weight of BF3 relative to 1 part by weight of perhydroacenaphthene represented by formula (1) under reaction temperatures between 60 and 110 DEG C.

Description

technical field [0001] The present invention relates to an industrially advantageous method for producing 1,3-dimethyladamantane represented by the following formula (2) from perhydroacenaphthene represented by the following formula (1) using a HF.BF3 catalyst. [0002] Background technique [0003] 1,3-Dimethyladamantane is expected to be useful as a raw material for various fine chemicals represented by pharmaceuticals, and its dicarboxylic acids and diols as raw materials for high-functional polymers. [0004] Hitherto, Patent Document 1 describes a technique in which perhydroacenaphthene represented by the following formula (1) containing four stereoisomers is obtained by hydrogenating acenaphthene represented by the following formula (3) (hereinafter, sometimes abbreviated as "PHA"). [0005] [0006] In addition, according to Patent Document 2, the following method is known: for PHA in H 2 1,3-Dimethyladamantane was obtained by using a zeolite catalyst that was...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C5/22C07C13/615C07B61/00
CPCC07C5/29C07C2527/1206C07C2527/1213C07C2603/20C07C2603/74C07C13/615C07C5/22C07B61/00C07C5/31
Inventor 松浦丰北村光晴
Owner MITSUBISHI GAS CHEM CO INC
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