Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Hydrogenated cyclic [12] arene compound and preparation method thereof

A compound and hydrogen atom technology, which is applied in the production of hydrocarbons from oxygen-containing organic compounds, the preparation of halogenated hydrocarbons, and carbon compound catalysts, etc. Stable and easy separation and purification effect

Active Publication Date: 2020-09-08
TSINGHUA UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, macrocyclic compounds with new structures and functions still need to be further studied

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Hydrogenated cyclic [12] arene compound and preparation method thereof
  • Hydrogenated cyclic [12] arene compound and preparation method thereof
  • Hydrogenated cyclic [12] arene compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Embodiment 1: Preparation and preparation of compound (Ia) (R in the corresponding formula (I) 1 for CH 3 ; 2 for CH 3 ; 3 for Et)

[0086] The reaction formula is as follows:

[0087]

[0088] The specific preparation method is:

[0089] Put 0.1 mmol (95.0 mg) of the mixture of the compound represented by formula (IIa) and the compound represented by formula (IIb) into a 25 mL Shrek tube, and add 5 mL of dichloroethane to dissolve. At room temperature, 0.3 mmol (55 μL) trifluoromethanesulfonic acid was slowly added along the bottle wall using a microsampler, and reacted at 40° C. for 2 h. After the reaction was completed, water was added to quench, the aqueous phase was extracted with dichloromethane, the organic phases were combined and washed with saturated sodium chloride solution, and then dried over anhydrous sodium sulfate. Spin to dry the solvent, use prefabricated thin-layer chromatography prefabricated plate separation (coating thickness 0.9~1.1mm, d...

Embodiment 2

[0153] Embodiment 2: prepare compound Ib (R in corresponding formula (I) 1 is Ph; R 2 for H; R 3 for Et)

[0154] The reaction formula is as follows:

[0155]

[0156] Add 0.1mmol (133.3mg) of a mixture of compounds represented by formula (IVaa) and formula (IVba), 3mmol (113.5mg) sodium borohydride and 2mL absolute ethanol into a 10mL Shrek tube, and stir overnight at room temperature. After the reaction, slowly add saturated ammonium chloride solution to quench. The aqueous phase was extracted with ethyl acetate, and the combined organic phases were washed with saturated brine and dried over anhydrous sodium sulfate. After the solvent was spin-dried, the solid was dissolved in 10 mL of dichloromethane and placed in a 25 mL Shrek bottle, and 0.2 mL of methanesulfonic acid was added to react at 0°C for 0.2 h. After the reaction was quenched with water, the aqueous phase was extracted with dichloromethane, and the combined organic phases were washed with saturated brine...

Embodiment 3

[0190] Embodiment 3: preparation compound Ic (corresponding to R in formula (I) 1 is 3,5-dimethylphenyl; R 2 for H; R 3 for Et)

[0191] The reaction formula is as follows:

[0192]

[0193] The specific preparation method is:

[0194] Add 0.1 mmol (150.3 mg) of a mixture of the compound shown in formula (IVab) and formula (IVbb), 3 mmol (113.5 mg) sodium borohydride and 2 mL of absolute ethanol into a 10 mL Shrek tube, and stir overnight at room temperature. After the reaction, slowly add saturated ammonium chloride solution to quench. The aqueous phase was extracted with ethyl acetate, and the combined organic phases were washed with saturated brine and dried over anhydrous sodium sulfate. After the solvent was spin-dried, the solid was dissolved in 10 mL of dichloromethane and placed in a 25 mL Shrek bottle, and 0.2 mL of methanesulfonic acid was added to react at 0°C for 0.2 h. After the reaction was quenched with water, the aqueous phase was extracted with dichlo...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

Provided are a hydrogenation annule [12] aromatic compound and a preparation method therefor. The hydrogenation annule [12] aromatic compound is a stereoisomer of a represented compound or a compound as represented by formula (I), (I)

Description

technical field [0001] The present invention relates to the field of organic chemistry, in particular, the present invention relates to a hydrogenated cyclic [8] aromatic compound and a preparation method thereof. Background technique [0002] Synthetic macrocyclic compounds have the characteristics and advantages of good molecular structure designability and physical and chemical properties adjustment, and are widely used in many fields of chemistry, material science and life science. As host compounds, artificially synthesized macrocyclic compounds can recognize anions and cations and neutral guest molecules, so they can be used in separation, sensing and detection. As building blocks or templates, functionalized macrocycles are used in the construction of functional assemblies and nanomaterials and molecular machines. Macrocyclic compounds also provide unique research means and approaches for exploring chemical reaction mechanisms and supramolecular catalysis. [0003] ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C13/70C07C1/20C07C17/395C07C19/04G01N33/00G01N1/28
CPCC07C13/70C07C17/395C07C2523/44C07C2527/13C07C2531/04C07C2531/22C07C2531/24C07C2603/90G01N1/28G01N33/00C07C19/04
Inventor 王梅祥时谈浩佟硕
Owner TSINGHUA UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com