Ph Ph CH3 ČH3 Methsuximide Ethosuximide Phensuximide (racemic) (racemic) (racemic) Following is a synthesis of phensuximide. CN Ph CHO + Ph KCN Ph CN CN NaOEt 1. NaOH, H,O H NÓ 2. НС, Н,о COOE 3. heat COOEt COOEL Benzal- Ethyl dehyde cyanoacetate (A) (В) (гасеmie) Ph Ph Ph CH,NH HOOC СООН ELOOC COOEt 'N' (C) (racemic) (D) (racemic) ČH3 Phensuximide (racemic)
Ph Ph CH3 ČH3 Methsuximide Ethosuximide Phensuximide (racemic) (racemic) (racemic) Following is a synthesis of phensuximide. CN Ph CHO + Ph KCN Ph CN CN NaOEt 1. NaOH, H,O H NÓ 2. НС, Н,о COOE 3. heat COOEt COOEL Benzal- Ethyl dehyde cyanoacetate (A) (В) (гасеmie) Ph Ph Ph CH,NH HOOC СООН ELOOC COOEt 'N' (C) (racemic) (D) (racemic) ČH3 Phensuximide (racemic)
Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
Section: Chapter Questions
Problem 20.28P
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The following three derivatives of succinimide are anticonvulsants that have found use in the treatment of epilepsy, particularly petit mal seizures.
Q. Describe the chemistry involved in the conversion of (B) to (C). You need not present detailed mechanisms. Rather, state what is accomplished by treating
(B) with NaOH and then with HCl followed by heating.
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