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

Preparation method of 3-hydroxy-2-phenyl naphthoate

A technology of naphthoic acid and hydroxyl group is applied in the field of preparation of 3-hydroxy-2-naphthoic acid phenyl ester, which can solve the problems of low yield and low product purity, and achieve the effect of important economic and social significance.

Pending Publication Date: 2022-02-08
QINGDAO UNIV OF SCI & TECH
View PDF10 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the synthetic method of 3-hydroxyl-2-naphthoic acid phenyl ester is less reported at home and abroad, and the reported synthetic method is that 2-hydroxyl-3-naphthoic acid and phenol are raw materials, and the yield is only about 65%. Only about 95%, there are key technical problems such as low yield and low product purity

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
  • Preparation method of 3-hydroxy-2-phenyl naphthoate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] In the reaction vessel, install a stirrer, a thermometer, and a reflux condenser, add 4.5mol of dimethyl sulfoxide, 1.0mol of 2-hydroxy-3-naphthoic acid, 1.25mol of phenol, and 1-(3-dimethylaminopropyl) -3-Ethylcarbodiimide hydrochloride (EDCI) 0.25mol, heat up to reflux for 4 hours, distill off the dimethyl sulfoxide solvent, then cool the solution to 70-80°C, cool and filter, filter cake with heat After washing with sodium bicarbonate solution, washing with water until neutral, and drying, 238.9 g of phenyl 3-hydroxy-2-naphthoate were obtained as a solid product (90.4% yield, 98.6% purity).

Embodiment 2

[0018] In the reaction vessel, install a stirrer, a thermometer, and a reflux condenser, add 4.5mol of dimethyl sulfoxide, 1.0mol of 2-hydroxy-3-naphthoic acid, 1.25mol of phenol, and 1-(3-dimethylaminopropyl) -3-Ethylcarbodiimide hydrochloride (EDCI) 0.25mol, heat up to reflux for 5 hours, distill off the dimethyl sulfoxide solvent, then cool the solution to 70-80°C, cool and filter, and heat the filter cake After washing with sodium bicarbonate solution, washing with water until neutral, and drying, 243.9 g of phenyl 3-hydroxy-2-naphthoate were obtained as a solid product (92.3% yield, 98.3% purity).

Embodiment 3

[0020] In the reaction vessel, install a stirrer, a thermometer, and a reflux condenser, add 4.0mol of dimethyl sulfoxide, 1.0mol of 2-hydroxy-3-naphthoic acid, 1.20mol of phenol, and 1-(3-dimethylaminopropyl) -3-Ethylcarbodiimide hydrochloride (EDCI) 0.20mol, heat up to reflux for 4 hours, distill off the dimethyl sulfoxide solvent, then cool the solution to 70-80°C, cool and filter, filter cake with hot After washing with sodium bicarbonate solution, washing with water until neutral, and drying, 240.8 g of phenyl 3-hydroxy-2-naphthoate were obtained as a solid product (91.1% yield, 98.7% purity).

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 belongs to the technical field of fine chemical engineering, and particularly relates to a preparation method of 3-hydroxy-2-phenyl naphthoate. According to the method, 2-hydroxy-3-naphthoic acid and phenol are used as raw materials, in the presence of solvents dimethyl sulfoxide and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI), a target product phenyl 3-hydroxy-2-naphthoate is obtained through one-step reaction, the raw materials are easy to obtain, the yield is remarkably increased by about 20%, the purity can reach 98% or above, and the method has great economic and social significance.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and in particular relates to a preparation method of phenyl 3-hydroxy-2-naphthoate. Background technique [0002] 3-Hydroxy-2-phenylnaphthoate is a fine chemical, which has a wide range of uses in the synthesis of dyes, pigments, photosensitive materials, conductive polymer solutions, and medicine. [0003] At present, the synthetic method of 3-hydroxyl-2-naphthoic acid phenyl ester is less reported at home and abroad, and the reported synthetic method is that 2-hydroxyl-3-naphthoic acid and phenol are raw materials, and the yield is only about 65%. Only about 95%, there are key technical problems such as low yield and low product purity. Contents of the invention [0004] In view of the problems referred to above, the present invention proposes a preparation method of 3-hydroxyl-2-naphthoic acid phenyl ester, and the present invention obtains the target product 3-hydroxyl-2-naphthoic a...

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): C07C67/08C07C69/94
CPCC07C67/08C07C69/94
Inventor 米鹏张晓谦魏凤朱军伟田达姚斌夏明莹邢文国陈琦舒永冯维春
Owner QINGDAO UNIV OF SCI & TECH
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