Don't USE AI 3.Suggest a synthesis for the anti-Parkinson drugorphenadrine (23).Ph(23)NMe 2

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Answered: 3. Suggest a synthesis for the…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.33P

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The following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph Ph `N' `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN 1. NaOH, H2O 2. HC, Н20 NaOEt KCN Ph-CHO cOOEt H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph Ph Ph CH;NH2 НООС СООН Et0oC COOEt `N' (C) (D) ČH3 Phensuximide Methsuximide is formed by a similar pathway to that shown for phensuximide. Draw the structure of the compound that reacts with ethyl cyanoacetate in the synthesis of methsuximide.
The pKas of chemicals HX and HY are 5 and 7 respectively. The pKa of carbonic acid H2CO3is 6. If you made up an ether solution of chemicals HX and HY in a separatory funnel, andthen added an aqueous solution of sodium bicarbonate NaHCO3 to that separatory funnel,would both HX and HY stay in the ether layer? Or would either or both of them transfer intothe aqueous layer? If one goes into the water layer, will it be in it’s neutral HX/HY form, or init’s deprotonated anionic form?
Which of the following reactions represents the most likely reaction of naproxen with water? a.) C14H14O3(aq) + H2O(l) ⇄C14H13O3-(aq) + OH-(aq) b.) C14H14O3(aq) + H2O(l) ⇄C14H15O3+(aq) + OH-(aq) c.) C14H14O3(aq) + H2O(l) ⇄ C14H13O3-(aq) + H3O+(aq) d.) C14H14O3(aq) + H2O(l) ⇄C14H15O3+(aq) + H3O+(aq)
M8
The following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph. Ph `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN NaOEt KCN 1. NaOH, H2O Ph-CHO 2. HС, Н20 COOET H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph. Ph Ph CH3NH2 НООС СООН EtOOC COOET `N' (C) (D) ČH3 Phensuximide In the conversion of (B) to (C), draw the structure of the product of step 1.

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3. Suggest a synthesis for the anti-Parkinson drug orphenadrine (23). Ph (23) NMe 2