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

Hydrogenated cyclic band [8] arene compound and preparation method thereof

A compound and oxidation reaction technology, which is applied in the preparation of hydroxyl compounds, the preparation of organic compounds, and the production of hydrocarbons from oxygen-containing organic compounds, etc., can solve problems that need to be further studied, and achieve easy separation and purification, good practicability and application prospects. The effect of mild reaction conditions

Active Publication Date: 2020-11-10
TSINGHUA UNIV
View PDF0 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 band [8] arene compound and preparation method thereof
  • Hydrogenated cyclic band [8] arene compound and preparation method thereof
  • Hydrogenated cyclic band [8] arene compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: Preparation of compound (Ia) (R in the corresponding formula (I) 1 for CH 3 ; 2 for CH 3 ; 3 for Et)

[0059] The reaction formula is as follows:

[0060]

[0061] The specific preparation method is:

[0062] Add 0.3mmol (190mg) of the compound represented by formula (IIa) and 60mL of dichloroethane into a 100mL Shrek bottle, and slowly add 0.15mmol (0.025mL) trifluoromethanesulfonic anhydride along the wall of the bottle using a micro-sampler at room temperature , Reaction at room temperature for 6h. 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. The solvent was spin-dried and separated by column chromatography (silica gel 100-200 mesh, eluent: petroleum ether / dichloromethane=10 / 1) to obtain 131 mg of the compound represented by formula (VIIa), with ...

Embodiment 2

[0080] Embodiment 2: preparation compound (Ib) (R in corresponding formula (I) 1 for CH 3 ; 2 for CH 3 ; 3 for n-C 5 h 11 )

[0081] The reaction formula is as follows:

[0082]

[0083] The specific preparation method is:

[0084] Add 0.2mmol (160mg) of the compound represented by formula (IIb) and 40mL of dichloroethane into a 100mL Shrek bottle, and slowly add 0.1mmol (0.017mL) trifluoromethanesulfonic anhydride along the wall of the bottle using a micro-sampler at room temperature , Reaction at room temperature for 27h. 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. The solvent was spin-dried and separated by column chromatography (silica gel 100-200 mesh, eluent: petroleum ether / dichloromethane=15 / 1) to obtain 123 mg of the compound represented by formula (VIIb), w...

Embodiment 3

[0117] Embodiment 3: preparation compound (Ic) (R in corresponding formula (I) 1 for CH 3 ; 2 for CH 3 ; 3 for i-C 3 h 7 )

[0118] The reaction formula is as follows:

[0119]

[0120] The specific preparation method is:

[0121] Add 0.05mmol (34.4mg) of the compound represented by formula (IIc) and 10mL of dichloroethane to a 25mL Shrek bottle, and slowly add 0.1mmol (0.017mL) trifluoromethanesulfonate along the wall of the bottle using a micro-sampler at room temperature Anhydride, reaction at room temperature for 48h. 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. The solvent was spin-dried and separated by column chromatography (silica gel 100-200 mesh, eluent: petroleum ether / dichloromethane=30 / 1) to obtain 24.6 mg of the compound represented by formula (VIIc), wi...

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

PropertyMeasurementUnit
thicknessaaaaaaaaaa
Login to View More

Abstract

Provided are a hydrogenated cyclic [8] aromatic hydrocarbon compound and a preparation method therefor. The hydrogenated cyclic [8] aromatic hydrocarbon compound is a compound as represented by formula (I) or a stereoisomer of the 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): C07C13/70C07C1/20C07C29/92C07C31/08C07C17/395C07C19/045G01N33/00G01N1/28
CPCC07B2200/13C07C13/70C07C17/395C07C29/92C07C2527/13C07C2531/04C07C2531/22C07C2531/24C07C2603/90G01N1/28G01N33/00C07C31/08C07C19/045
Inventor 王梅祥时谈浩郭庆辉佟硕
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