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

Technical method for synthesizing beta p-hydroxy phenethyl alcohol

A technique for the synthesis of p-hydroxyphenylethyl alcohol, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of long synthetic process route, poor process practicability, low production cost, etc., and achieve the synthetic process route Short, low production cost, high production efficiency

Inactive Publication Date: 2008-11-12
SHENYANG LIGONG UNIV
View PDF4 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0020] The purpose of the present invention is to provide a short synthetic process route, mild reaction conditions, high production efficiency and technical problems such as poor process practicability, long synthetic process route and low production efficiency in the synthesis of existing β-p-hydroxyphenethyl alcohol. The synthetic process method of β-hydroxyphenylethanol with low production cost has broad application prospects in industrial production, and makes the source of raw materials adopted widely, and the yield of phenyl acetate can reach 93%.

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
  • Technical method for synthesizing beta p-hydroxy phenethyl alcohol
  • Technical method for synthesizing beta p-hydroxy phenethyl alcohol
  • Technical method for synthesizing beta p-hydroxy phenethyl alcohol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (1) Esterification process: Take 47g (0.5mol) of phenol, 53mL (0.75mol) of acetic anhydride, add it to a 250mL three-necked flask with a reflux device, control the reaction temperature at 140±5°C, and react for 3.5 hours. The reaction is essentially complete. The obtained product is washed with water, then washed with sodium hydride, then washed with water, and then dried with anhydrous calcium chloride, the material after suction filtration is distilled, and the fraction at 190-200 ° C is collected to obtain phenyl acetate. The yield is was 90.8%.

[0035] (2) Alkylation process: get 13.6g (0.1mol) of phenyl acetate, the product of esterification process, 20mL (0.2mol) of 1,2-dichloroethane, and 0.5g phosphoric acid catalyst, add 70mLN , in a three-necked flask of N-dimethylformamide, keeping the reaction temperature at 100±5° C., a mixture of acetic acid-(4-β-haloethyl)phenyl esters was obtained after 6 hours. Then add 2 times of benzene to the mixture, wash with 10...

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

This invention discloses a method for synthesizing beta-p-hydroxyphenylethanol from phenol and acetic anhydride by esterification, halogen-alkylation and hydrolysis. Since the O atom on phenolic hydroxyl has a high electronegativity, it is easily subjected to alkylation reaction. To avoid the reaction, esterification is employed to preotect the O atom and phenyl acetate. Then 1,2-dihaloethylene is added on the benzene ring of phenyl acetate to obtain (4-beta-haloethyl)phenyl acetate. The protection groups are removed by hydrolysis to obtain beta-p-hydroxyphenylethanol. The method has such advantages as short synthesis route, mild reaction conditions, high efficiency, high yield (up to 93%), and abundant raw material resources.

Description

technical field [0001] The invention belongs to fine chemical synthesis technology, in particular to a process for preparing β-p-hydroxyphenethyl alcohol. Background technique [0002] β-Hydroxyphenethyl alcohol is an inhibitor of active oxides. It can inhibit the damage of peroxides to DNA, reduce the oxidation in bone marrow cells, and protect the production of red blood cells in bone marrow. β-Hydroxyphenethyl alcohol is also an important pharmaceutical intermediate, which can be used to synthesize many useful drugs, such as: Metoprolol (Metoprolol), also known as Metoprolol, is used for the treatment of hypertension, angina pectoris, Arrhythmia and myocardial infarction can also be used to treat hyperthyroidism and migraine; Betaxolol, also known as Betaxolol, can treat high blood pressure and open-angle glaucoma; maltine, an active ingredient of barley malt , can digest and neutralize food accumulation, not thinking about eating, abdominal distension and breast swellin...

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): C07C37/11C07C39/11
Inventor 李勇贺燕蔡广乐左继成倪君印郝仪
Owner SHENYANG LIGONG 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