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

Method for preparing a 2, 3-dihydrofuran derivative

A kind of technology of dihydrofuran and derivatives, applied in the field of organic synthesis

Pending Publication Date: 2021-07-30
HUAIHUA UNIV
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most existing strategies require harsh conditions, additional metal catalysts and organic solvents

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
  • Method for preparing a 2, 3-dihydrofuran derivative
  • Method for preparing a 2, 3-dihydrofuran derivative
  • Method for preparing a 2, 3-dihydrofuran derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]

[0031] In the Schlenk bottle, add the compound (55.6mg, 0.2mmol) shown in formula 1a, the nitrile compound (0.2mL) shown in formula 2a, H 2 O (1.8mL), tert-butyl peroxybenzoate (TBPB, 77.7mg, 2.0eq), then the reactor was stirred and reacted at 130°C under an air atmosphere, and the reaction process was monitored by TLC until the raw materials disappeared (the reaction time was 12 hours), after the reaction was completed, the reaction solution was extracted with ethyl acetate, the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent, and the residue was separated by column chromatography (elution solvent: ethyl acetate / n-hexane) to obtain target product I-1 (83%yield); 1 H NMR (500MHz, CDCl 3 )δ:7.43-7.41(m,2H),7.24-7.21(m,1H),7.19-7.17(m,3H),7.09-7.04(m,4H),3.19-3.10(m,2H),2.60- 2.56(m,2H),2.26-2.16(m,2H),1.59(s,3H); 13 C NMR (125MHz, CDCl 3 )δ: 193.4, 164.3, 138.8, 131.3, 130.9, 130.2, 1...

Embodiment 2

[0033] The reaction temperature was lowered to 120° C. for the reaction, and the remaining conditions were the same as in Example 1, and the yield of the target product I-1 was 65%.

Embodiment 3

[0035] The oxidizing agent used dibenzoyl peroxide (BPO) instead of tert-butyl peroxybenzoate (TBPB), and the remaining conditions were the same as in Example 1, and the yield of the target product I-1 was 61%.

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 discloses a method for preparing a 2, 3-dihydrofuran derivative through a nitrile C (sp3)-H functionalization initiated alkenyl-1, 3-dicarbonyl compound free radical cyclization reaction under a metal-free and alkali-free water phase system. The method comprises the following steps: adding an alkenyl-1, 3-dicarbonyl compound, a nitrile compound, an oxidizing agent and water into a Schlenk reaction flask, and stirring and reacting at a certain temperature in an air atmosphere to obtain the 2, 3-dihydrofuran derivative.

Description

technical field [0001] The application belongs to the field of organic synthesis, in particular to nitrile C (sp) under a metal-free and alkali-free aqueous phase system 3 A green method for the preparation of 2,3-dihydrofuran derivatives by free radical cyclization of alkenyl-1,3-dicarbonyl compounds initiated by )-H functionalization. Background technique [0002] In modern synthetic chemistry, since solvents account for more than half of the total materials in the reaction process, the development of environmentally friendly and green reaction media remains an important goal. Organic transformations in aqueous solutions have attracted much attention due to the wide variety of sources, redox stability, non-toxicity, safety, and ease of product separation. Meanwhile, the metal-free strategy provides a good platform for pursuing green and sustainable chemistry, which does not require expensive transition metal catalysts or ligands, and has no metal residues in the final pro...

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
IPC IPC(8): C07D307/28C07D307/30
CPCC07D307/28C07D307/30
Inventor 刘益林刘炎云林红卫彭官敏连琰唐伯孝谌小帆
Owner HUAIHUA 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