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1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide is an important chemical compound used in various industrial applications.
It is synthesized through several different routes, each with its own advantages and disadvantages.
In this article, we will discuss the synthetic routes of 1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide, and their significance in the chemical industry.
Route 1: via Williamson Ether Synthesis
The Williamson Ether Synthesis is one of the most commonly used methods for synthesizing 1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide.
This route involves the reaction of phenyl hydroxylamine with acetic anhydride in the presence of a base, such as sodium hydroxide.
The reaction results in the formation of an intermediate Williamson ether, which is then hydrolyzed using hydrochloric acid to yield the desired hydrazide.
Advantages of the Williamson Ether Synthesis Route:
- Simple and straightforward procedure
- High yield of product
- Can be easily scaled up for industrial production
- Minimal need for purification
Disadvantages of the Williamson Ether Synthesis Route:
- Requires hazardous reagents such as acetic anhydride and hydrochloric acid
- Can produce unwanted side products
- Not suitable for sensitive or expensive starting materials
Route 2: via Hydrazine Halogenation
The hydrazine halogenation route is another popular method for synthesizing 1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide.
This route involves the reaction of phenyl chloride or bromide with hydrazine in the presence of a solvent, such as DMF.
The reaction results in the formation of an intermediate hydrazone, which is then treated with a strong acid, such as hydrochloric acid, to yield the desired hydrazide.
Advantages of the Hydrazine Halogenation Route:
- Suitable for sensitive starting materials
- Efficient and straightforward procedure
- Can be easily purified by crystallization or column chromatography
- Lower cost compared to other synthetic routes
Disadvantages of the Hydrazine Halogenation Route:
- Can produce unwanted side products
- Requires toxic reagents such as phenyl chloride or bromide
- Can be difficult to scale up for industrial production
Route 3: via Nitrile Oxide Synthesis
The nitrile oxide synthesis route is a less commonly used method for synthesizing 1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide.
This route involves the reaction of phenyl cyanide with nitrile oxide in the presence of a solvent, such as acetonitrile.
The reaction results in the formation of an intermediate nitrile, which is then reduced using a reducing agent, such as lithium aluminum hydride, to yield the desired hydrazide.
Advantages of the Nitrile Oxide Synthesis Route:
- High yield of product
- Can be used for sensitive starting materials
- Efficient reaction profile
- Can be easily scaled up for industrial production
Disadvantages of the Nitrile Oxide Synthesis Route:
- Requires specialized equipment and reagents, such as nitrile oxide and lithium aluminum hydride
- Can produce unwanted side products
- Higher cost compared to other synthetic routes
In conclusion, there are several synthetic routes available for synthesizing 1-Pyrrolidineacetic acid, 2-oxo-4-phenyl-, hydrazide, each with its own advantages and disadvantages.
The Williamson Ether Synthesis and Hydrazine Halogenation routes are the most commonly used methods, while the Nitrile Oxide Synthesis route is less commonly used but can be