Following is a retrosynthetic analysis for the synthesis of the herbicide (S)-Metolachlor from 2-ethyl-6-methylaniline, chloroacetic acid, acetone, and methanol. CI OMe OMe OMe 'N' HN N CI. + НО, Chloroacetic acid (S)-Metolachlor 3 NH2 CI + MEOH OMe Acetone Methanol 2-Ethyl-6-methylaniline Show reagents and experimental conditions for the synthesis of Metolachlor from these four organic starting materials. Your synthesis will most likely give a racemic mixture. The chiral catalyst used by Novartis for reduction in Step 2 gives 80% enantiomeric excess of the S enantiomer.

Following is a retrosynthetic analysis for the synthesis of the herbicide (S)-Metolachlor from 2-ethyl-6-methylaniline, chloroacetic acid, acetone, and methanol. CI OMe OMe OMe 'N' HN N CI. + НО, Chloroacetic acid (S)-Metolachlor 3 NH2 CI + MEOH OMe Acetone Methanol 2-Ethyl-6-methylaniline Show reagents and experimental conditions for the synthesis of Metolachlor from these four organic starting materials. Your synthesis will most likely give a racemic mixture. The chiral catalyst used by Novartis for reduction in Step 2 gives 80% enantiomeric excess of the S enantiomer.

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

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.49P: Following is a retrosynthetic analysis for the synthesis of the herbicide (S)-Metolachlor from...

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