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Method of synthesizing 9-phenanthrene acid

A synthetic method and technology of phenanthrene, applied in a synthetic field of 9-phenanthrene, can solve the problems of low yield, numerous steps, difficult post-processing and the like

Inactive Publication Date: 2009-02-11
NANKAI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] There are many disadvantages in the above-mentioned synthetic method, such as numerous steps, high difficulty in reaction, high difficulty in post-processing, and low yield.

Method used

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  • Method of synthesizing 9-phenanthrene acid
  • Method of synthesizing 9-phenanthrene acid
  • Method of synthesizing 9-phenanthrene acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0035] 1. Synthesis experiment and post-processing:

[0036] In a 25mL three-necked flask, 9-bromophenanthrene (1g, 4mmol) was dissolved in 5mL of ether, and then n-butyllithium (3mL, 8mmol) was added under anhydrous and oxygen-free conditions protected by argon, and stirred for 0.5 hours. During this period, the anhydrous and oxygen-free state was maintained; after that, the reaction solution was poured on dry ice and covered with dry ice; after the dry ice evaporated, 50ml of ether and water (volume ratio 1:1) were added, the water layer was separated, and washed with 50mL of ether 3-5 times to obtain a clear solution. Acidify with 1 mol / L sulfuric acid to pH=2, filter with suction and wash with water to obtain a white solid, dry at 80°C, weigh the product, and the yield is 65%. Its reaction formula is as follows:

[0037]

[0038] Elemental analysis: Perkin-Elmer 240 elemental analyzer was used for determination of C and H content; NMR: Bruker AC-P500 NMR (300MHz); Inf...

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Abstract

The invention discloses a new synthesizing method of 9-phenanthrene acid, which comprises the following steps: adopting 9-bromophenanthrene as starting reactant and ether as solvent; exchanging metal-halogen for 9-bromophenanthrene and n-butyl lithium protected by nitrogen without water and oxygen and stirring condition for 0.5h; pouring on the dry ice; covering through dry ice; adding ether and water after evaporating the dry ice; separating water layer; washing through ether for 3-5 times; acidifying; sucking; washing; drying.

Description

technical field [0001] The invention relates to a synthesis method of a class of rigid large aromatic skeleton carboxylic acids, in particular to a synthesis method of 9-phenanthrene acid. Background technique [0002] In recent years, the research on the construction of functional complexes with novel structures by aromatic skeleton compound ligands and metal ions has attracted more and more attention and attention. Because this type of ligand has a large π system, when it coordinates with a metal ion, it may not only form a novel Structure, but also can produce unique functions, especially in terms of optical, electrical, magnetic and other properties, so it has broad potential application prospects in the fields of materials science and other fields. So far, such literature reports are relatively few (for example: Bu X.-H., Tong M.-L, Chang H.-C., Kitagawa S., and Batten S.R.Angew.Chem.Int.Ed.2004 , 43, 192-195; Liu C.-S., Shi X.-S., LiJ.-R., Wang J.-J., and Bu X.-H. Cr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/15C07C63/44
Inventor 卜显和王军杰刘春森常泽闫莉芬田金磊
Owner NANKAI UNIV
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