Supercharge Your Innovation With Domain-Expert AI Agents!

Method for preparing 6-bromotriphenylphosphonio-n-caproic acid

A technology of triphenylphosphine bromide and n-hexanoic acid, which is applied in the fields of chemical instruments and methods, organic chemistry, and compounds of Group 5/15 elements of the periodic table, can solve the problems of pollution and high cost, and achieve cost reduction, Effect of increasing yield and reducing production cost

Active Publication Date: 2017-05-10
黄石市利福达医药化工有限公司
View PDF2 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method has high cost and serious pollution because the yield is only about 10%.

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 6-bromotriphenylphosphonio-n-caproic acid
  • Method for preparing 6-bromotriphenylphosphonio-n-caproic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The present embodiment provides a kind of preparation method of 6-bromotriphenylphosphoryl n-hexanoic acid, the method comprises the following steps:

[0050] 1. Hydrolysis reaction: put 220g of caprolactam and 140g of sodium hydroxide into a 500ml bottle, heat up and reflux for 5 hours, after the reaction is complete, add 230g of water to dilute to obtain a hydrolyzate.

[0051] Add 353g of hydrolyzate to the 1000ml bottle, add dropwise 230g of 30% industrial hydrochloric acid to adjust the pH to 4, pour it out for later use.

[0052] 2. Diazotization reaction: Add 150g of water and 100g of sodium nitrite into a 1000ml bottle, stir to dissolve, lower to -5°C, add the hydrolyzate with adjusted pH dropwise at -5°C to 0°C, and finish adding dropwise in 35 minutes. After the dropwise addition, keep it warm at -5°C to 0°C for 5 hours, then add 42g of 30% industrial hydrochloric acid dropwise, heat up and reflux for 13min until the starch potassium iodide test paper does not...

Embodiment 2

[0057] The present embodiment provides a kind of preparation method of 6-bromotriphenylphosphoryl n-hexanoic acid, the method comprises the following steps:

[0058] 1. Hydrolysis reaction: Put 230g caprolactam and 150g sodium hydroxide into a 500ml bottle, heat up and reflux for 7 hours, after the reaction is complete, add 250g water to dilute to obtain a hydrolyzate.

[0059] Add 353g of hydrolyzate to the 1000ml bottle, add dropwise 245g of 30% industrial hydrochloric acid to adjust the pH to 5, pour it out for later use.

[0060] 2. Diazotization reaction: Add 157g of water and 107g of sodium nitrite into a 1000ml bottle, stir to dissolve, lower to -8°C, add the hydrolyzate with adjusted pH dropwise at -8°C to 0°C, and finish adding dropwise in 40 minutes. After the dropwise addition, keep it warm at -8°C to 0°C for 6 hours, then add 50g of 30% industrial hydrochloric acid dropwise, heat up and reflux for 19min until the starch potassium iodide test paper does not turn blue,...

Embodiment 3

[0065] The present embodiment provides a kind of preparation method of 6-bromotriphenylphosphoryl n-hexanoic acid, the method comprises the following steps:

[0066] 1. Hydrolysis reaction: put 223g caprolactam and 135g sodium hydroxide into a 500ml bottle, heat up and reflux for 7 hours, after the reaction is complete, add 240g water to dilute to obtain a hydrolyzate.

[0067] Add 350g of hydrolyzate to the 1000ml bottle, add dropwise 238g of 30% industrial hydrochloric acid to adjust the pH to 4.7, pour it out for later use.

[0068] 2. Diazotization reaction: Add 154g of water and 104g of sodium nitrite into a 1000ml bottle, stir to dissolve, lower to -2°C, add the hydrolyzate with adjusted pH dropwise at -2°C to 0°C, and finish adding dropwise in 40 minutes. After the dropwise addition, keep it warm at -2°C to 0°C for 7 hours, then add 52g of 30% industrial hydrochloric acid dropwise, heat up and reflux for 13 minutes until the starch potassium iodide test paper does not t...

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 relates to the field of production and preparation of compounds and particularly relates to a method for preparing 6-bromotriphenylphosphonio-n-caproic acid. The method comprises the following steps: (1) subjecting caprolactam to a hydrolysis reaction, so as to prepare 6-aminocaproic acid; (2) subjecting 6-aminocaproic acid to a diazotization reaction, so as to prepare 6-hydroxycaproic acid; (3) subjecting 6-hydroxycaproic acid to a bromization reaction, so as to prepare 6-bromocaproic acid; and (4) enabling 6-bromocaproic acid to react with triphenyl phosphine, thereby obtaining 6-bromotriphenylphosphonio-n-caproic acid.

Description

technical field [0001] The invention relates to the field of production and preparation of compounds, in particular to a preparation method of 6-bromotriphenylphosphonyl n-hexanoic acid. Background technique [0002] 6-triphenylphosphonyl-n-hexanoic acid bromide is an important intermediate of capsaicin analogue 8-methyl-cis-6-nonenoyl(3,4-dimethoxy)benzylamine, which has analgesic properties , anti-inflammatory, treatment of herpes zoster neuropathy and diabetic neuralgia and other medicinal effects. [0003] The preparation of 6-bromotriphenylphosphine-n-hexanoic acid by traditional process is to prepare 6-hydroxyhexanoic acid from cyclohexene, which is brominated to obtain 6-bromohexanoic acid, and then reacted with triphenylphosphine to obtain 6-bromotriphenyl Phospho-n-hexanoic acid. However, because the yield of this method is only about 10%, the cost is high and the pollution is serious. [0004] In view of this, the present invention is proposed. Contents of the...

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): C07F9/54
CPCC07F9/5442
Inventor 成家钢
Owner 黄石市利福达医药化工有限公司
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