echemi logo
Product
  • Product
  • Supplier
  • Inquiry
    Home > Medical News > Medical World News > The Synthetic Routes of 6,7-Dihydro-5H-quinolin-8-one

    The Synthetic Routes of 6,7-Dihydro-5H-quinolin-8-one

    • Last Update: 2023-05-09
    • Source: Internet
    • Author: User
    Search more information of high quality chemicals, good prices and reliable suppliers, visit www.echemi.com

    6,7-Dihydro-5H-quinolin-8-one, also known as quinoline-8-carboxaldehyde, is a versatile organic compound that finds widespread use in various applications in the chemical industry.
    The compound can be synthesized through several routes, each with its own advantages and disadvantages.
    In this article, we will discuss some of the synthetic routes of 6,7-dihydro-5H-quinolin-8-one, their applications, and the advantages and disadvantages of each route.


    1. Synthesis via the Williamson ether synthesis
      The Williamson ether synthesis is a popular synthetic route for the preparation of quinoline-8-carboxaldehyde.
      In this route, the compound is synthesized by treating anthranilic acid with sodium hydroxide and then reacting the resulting anthranilic sodium salt with ether and acid.
      The reaction is as follows:

    Anthranilic acid + NaOH -> Anthranilic sodium salt
    Anthranilic sodium salt + 2 equivalents of ether + H2SO4 -> 6,7-Dihydro-5H-quinolin-8-one


    The Williamson ether synthesis is a relatively simple and cost-effective method for the synthesis of 6,7-dihydro-5H-quinolin-8-one.
    It is also highly reproducible, and the product yield is generally high.
    However, the reaction requires the use of corrosive reagents such as sulfuric acid, which can be potentially dangerous.


    1. Synthesis via the P2Pi synthesis
      Another popular synthetic route for 6,7-dihydro-5H-quinolin-8-one is the P2Pi synthesis.
      In this route, the compound is synthesized by treating 3-pyridinecarboxaldehyde with aqueous sodium hydroxide and then reacting the resulting 3-pyridinecarboxylic acid with potassium cyanide.
      The reaction is as follows:

    3-Pyridinecarboxaldehyde + NaOH -> 3-Pyridinecarboxylic acid
    3-Pyridinecarboxylic acid + KCN -> 6,7-Dihydro-5H-quinolin-8-one


    The P2Pi synthesis is another efficient method for the synthesis of 6,7-dihydro-5H-quinolin-8-one.
    It is less hazardous than the Williamson ether synthesis, as it does not require the use of corrosive reagents.
    The product yield is also generally high, and the reaction is highly reproducible.


    1. Synthesis via the nitrile oxide synthesis
      The nitrile oxide synthesis is a versatile synthetic route for the preparation of quinoline-8-carboxaldehyde.
      In this route, the compound is synthesized by treating quinoline-7-carboxaldehyde with nitrile oxide and then hydrolyzing the resulting nitrile to yield 6,7-dihydro-5H-quinolin-8-one.
      The reaction is as follows:

    Quinoline-7-carboxaldehyde + NO -> Quinoline-8-nitrile
    H2O -> Quinoline-8-carboxaldehyde


    The nitrile oxide synthesis is a useful method for the synthesis of 6,7-dihydro-5H-quinolin-8-one, as it allows for the conversion of a readily available starting material, quinoline-7-carboxaldehyde.
    The reaction is highly efficient, and the product yield is generally high.
    However, the reaction requires the use of nitrile oxide, which is an expensive and potentially hazardous reagent.


    1. Synthesis via the Wacker-type
    This article is an English version of an article which is originally in the Chinese language on echemi.com and is provided for information purposes only. This website makes no representation or warranty of any kind, either expressed or implied, as to the accuracy, completeness ownership or reliability of the article or any translations thereof. If you have any concerns or complaints relating to the article, please send an email, providing a detailed description of the concern or complaint, to service@echemi.com. A staff member will contact you within 5 working days. Once verified, infringing content will be removed immediately.

    Contact Us

    The source of this page with content of products and services is from Internet, which doesn't represent ECHEMI's opinion. If you have any queries, please write to service@echemi.com. It will be replied within 5 days.

    Moreover, if you find any instances of plagiarism from the page, please send email to service@echemi.com with relevant evidence.