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Synthetic Routes of [(2-OXO-2H-CHROMEN-7-YL)OXY]ACETIC ACID: An Overview in the Chemical Industry
Introduction:
The synthetic routes of [(2-oxo-2H-chromen-7-yl)oxy]acetic acid, also known as the chroman-7-oxyacetic acid, have been a topic of interest in the chemical industry for many years.
Chroman-7-oxyacetic acid is a versatile and important intermediate in organic synthesis, and it finds applications in various fields, including pharmaceuticals, agrochemicals, and dyes.
The synthetic routes of this compound can vary widely, and the choice of route depends on various factors, including the desired yield, cost, and availability of reagents.
In this article, we will discuss some of the commonly used synthetic routes for the preparation of chroman-7-oxyacetic acid.
Synthetic Routes:
- Hydrolysis of Nitro Chroman:
One of the most common synthetic routes for the preparation of chroman-7-oxyacetic acid involves the hydrolysis of nitro chroman.
Nitro chroman can be obtained by nitration of chroman-7-ol, and the resulting nitro derivative can be hydrolyzed to yield chroman-7-oxyacetic acid.
The reaction is typically carried out in the presence of a strong acid catalyst, such as sulfuric acid or hydrochloric acid.
The reaction is exothermic, and it is essential to carry out the reaction in a well-ventilated area to prevent the formation of explosive nitrogen oxides.
- condensation of Acetone and Chloroacetone:
Another commonly used synthetic route for the preparation of chroman-7-oxyacetic acid involves the condensation of acetone and chloroacetone.
The reaction is typically carried out in the presence of a base, such as sodium hydroxide, and the resulting product can be recrystallized to yield pure chroman-7-oxyacetic acid.
- Electrophilic Substitution reaction:
Chroman-7-oxyacetic acid can also be prepared by electrophilic substitution reactions, such as halogenation, sulfonation, and nitration.
For example, the halogenation of chroman-7-ol with chlorine gas or other halogenating agents can yield chroman-7-oxyacetic acid.
- Direct Synthesis:
In some cases, chroman-7-oxyacetic acid can be directly synthesized by using various reactions, such as the Wittig reaction, the Mitsunobu reaction, or the Suzuki reaction.
These reactions typically involve the use of expensive and reactive reagents, and the yield and purity of the product depend on the specific reaction conditions.
Advantages of Synthetic Routes:
The synthetic routes of chroman-7-oxyacetic acid offer several advantages, including:
- Versatility:
The various synthetic routes available for the preparation of chroman-7-oxyacetic acid offer a high degree of versatility, allowing the choice of route to be tailored to the specific requirements of the application.
- Cost:
The cost of the various synthetic routes for chroman-7-oxyacetic acid can vary widely, and the choice of route depends on the cost of the reagents and the scale of production.
- Purity:
The purity of the resulting chroman-7-oxyacetic acid product depends on the specific synthetic route used, and some routes may yield a higher purity of product than others.
- Availability of Reagents:
The availability of