Check patentability & draft patents in minutes with Patsnap Eureka AI!

Synthetic method of propiophenone compound

A synthesis method and compound technology, which is applied in the field of synthesis of propiophenone compounds, can solve problems such as complex reaction steps, and achieve the effects of reducing reaction costs, simplifying synthesis routes, and simple operations

Inactive Publication Date: 2016-06-15
QINGDAO AGRI UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] But no matter which of the above synthetic routes, organic solvents other than tert-butyl hydroperoxide will be used in the reaction, and some even use phase transfer catalysts, which will not only increase the additional reaction substances, but also complicate the reaction steps.

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
  • Synthetic method of propiophenone compound
  • Synthetic method of propiophenone compound
  • Synthetic method of propiophenone compound

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0018] The embodiment of the present invention provides a synthetic method of propiophenone compounds, comprising:

[0019] S1: Add propylbenzene, organic acid, iodine, and tert-butyl hydroperoxide into the reaction kettle, and react at 80°C-120°C for 8-24 hours.

[0020] In this step, the "one-pot method" can be used to synthesize propiophenone compounds. Specifically, propylbenzene, organic acid, tert-butyl hydroperoxide and iodine are added to the reaction kettle together, and heated at 80°C- React at 120°C for 8-24 hours to produce the target product. The specific reaction process is as follows:

[0021]

[0022] S2: After the reaction is completed, the reaction solution is extracted with an organic solvent, and dried to obtain a propiophenone compound:

[0023]

[0024] The embodiment of the present invention provides a kind of synthetic method of propiophenone compound, compared with prior art, the synthetic method provided by the present invention is to utilize p...

Embodiment 1

[0033] Add propylbenzene, benzoic acid, iodine, and tert-butyl hydroperoxide with a mmol ratio of 1:1:0.2:6 into the reactor, and react at 80°C for 8 hours; after the reaction is completed, use ethyl acetate The reaction solution was extracted with ester and dried to obtain a white solid powder, i.e. Propiophenone Compound A:

[0034]

[0035] Carry out nuclear magnetic spectrum analysis to above-mentioned white solid powder, data is as follows:

[0036] 1 HNMR (CDCl 3 ,400MHz)δ1.69(d,J=6.8Hz,3H),6.23(q,J=6.8Hz,1H),7.45–7.53(m,4H),7.54–7.60(m,2H),8.01–8.03 (m,2H),8.09–8.14(m,2H);

[0037] 13 CNMR (CDCl 3 ,100MHz)δ17.2,71.4,128.5,128.6,128.8,129.5,129.7,133.2,133.5,134.5,165.3,196.8;

[0038] After identification, the spectral data corresponded to the structural formula, proving that the compound A was synthesized, and the yield was 86%.

Embodiment 2

[0040] Add propylbenzene, 4-methylbenzoic acid, iodine, and tert-butyl hydroperoxide with a mmol ratio of 1:2:0.3:8 to the reaction kettle, and react at 120°C for 24 hours; after the reaction is completed , the reaction solution was extracted with ethyl acetate, and dried to obtain a white solid powder, that is, propiophenone compound B:

[0041]

[0042] Carry out nuclear magnetic spectrum analysis to above-mentioned white solid powder, data is as follows:

[0043] 1 HNMR (CDCl 3 ,400MHz)δ1.69(d,J=6.9Hz,3H), 2.43(s,3H), 6.21(q,J=6.9Hz,1H), 7.21–7.25(m,2H), 7.40–7.53(m ,2H), 7.60–7.64(m,1H), 7.90–8.00(m,4H);

[0044] 13 CNMR (CDCl 3 ,100MHz) δ17.2, 21.3, 71.5, 126.7, 128.2, 128.6, 128.9, 129.9, 133.8, 134.4, 143.9, 165.9, 197.0;

[0045] After identification, the spectral data corresponded to the structural formula, proving that the synthesized compound was propiophenone compound B with a yield of 88%.

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

The invention provides a synthetic method of a propiophenone compound, belongs to the technical field of organic synthesis, and enables simplified reaction steps for synthesizing the propiophenone compound and reduction for reaction cost. The synthetic method of the propiophenone compound comprises: adding propylbenzene, an organic acid, iodine and tert-butyl hydroperoxide into a reactor, and reacting at 80-120 DEG C for 8-24 hours; after reacting, extracting a reaction solution with an organic solvent, and drying to obtain the propiophenone compound. The synthetic method is useful in the synthetic preparation of propiophenone compounds.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a synthesis method of propiophenone compounds. Background technique [0002] Propiophenone compounds are important intermediates in organic synthesis, widely exist in natural products and pharmaceutical active molecules, and are widely used in chemical production such as medicine and pesticide. [0003] In the synthesis of existing propiophenone compounds, it is often synthesized by using propiophenone as a raw material, for example, it is recorded in Angew. Ammonium iodide, ethyl acetate, and a temperature of 75°C react with organic acids and tert-butyl hydroperoxide to generate propiophenone compounds. In the reaction process, in order to obtain the target product, halides such as tetrabutylammonium iodide are added in the reaction. Of course, halogens can also be added directly, but in this case, it is necessary to add phase transfer catalyst. [0004] But no matt...

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 Applications(China)
IPC IPC(8): C07C69/78C07C69/767C07C69/92C07C67/035
CPCC07C67/035C07C69/78C07C69/76
Inventor 王祖利董道青张会
Owner QINGDAO AGRI UNIV
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com