Regular Claisen condensation is a base-promoted reaction involving identical esters with two α hydrogens, condensing to produce β-ketoesters. It is a nucleophilic acyl substitution reaction wherein one of the ester molecules, upon deprotonation by the base, forms a nucleophilic enolate ion, while the other molecule serves as an electrophile.
The condensation reaction requires specific nonaqueous bases, such as alkoxide, which must be similar to the alkoxy group of the ester molecule. The use of different alkoxide ions often leads to the transesterification product. Also, the use of hydroxide bases is avoided as they result in irreversible hydrolysis of the esters to carboxylate ions.
章から 15:
Now Playing
α-Carbon Chemistry: Enols, Enolates, and Enamines
3.1K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.8K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.3K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.4K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
1.9K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.4K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
1.9K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
3.4K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
3.2K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
1.8K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
3.2K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.9K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
3.1K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
2.3K 閲覧数
α-Carbon Chemistry: Enols, Enolates, and Enamines
13.2K 閲覧数
See More
Copyright © 2023 MyJoVE Corporation. All rights reserved