As a biotechnologist working for a pharmaceutical company, you as tasked with preparing the cardiac antiarrhythmic agent Amelfolide from p-nitrobenzyl chloride and 2,6-dimethyl aniline (Figure 2.1). You are provided the starting materials and asked to prepare 7.50g of pure material. No other instructions are given to you. MW 2,6-dimethylaniline = 121.18 g/mol MW p-nitrobenzyl chloride = 185.56 g/mol MW Amelfolide = 270.29 g/mol NH2 CI O2N O2N When developing a synthetic scheme, the first thing to do is check the scientific literature to see if someone has done this reaction before you. Upon performing a literature search, you identify a publication where a group from Japan has performed the same reaction you are tasked with completing. The paper is in Japanese and you cannot read the details of the procedure, however, you can make out that the reaction is performed using DCM as the solvent and proceeds with a yield of 88%. Using this as a starting point, you decide to proceed in order to determine the scale of the reaction. How much of each starting material must be used to achieve the required amount of amelfolide? 3.82g of 2,6-dimethylaniline 5.85g of p-nitrobenzyl chloride O 5.85g of 2,6-dimethylaniline 3.82g of p-nitrobenzyl chloride 3.36g of 2,6-dimethylaniline 5.14g of p-nitrobenzyl chloride O 2.96g 2,6-dimethylaniline 4.53g of p-nitrobenzyl chloride
As a biotechnologist working for a pharmaceutical company, you as tasked with preparing the cardiac antiarrhythmic agent Amelfolide from p-nitrobenzyl chloride and 2,6-dimethyl aniline (Figure 2.1). You are provided the starting materials and asked to prepare 7.50g of pure material. No other instructions are given to you. MW 2,6-dimethylaniline = 121.18 g/mol MW p-nitrobenzyl chloride = 185.56 g/mol MW Amelfolide = 270.29 g/mol NH2 CI O2N O2N When developing a synthetic scheme, the first thing to do is check the scientific literature to see if someone has done this reaction before you. Upon performing a literature search, you identify a publication where a group from Japan has performed the same reaction you are tasked with completing. The paper is in Japanese and you cannot read the details of the procedure, however, you can make out that the reaction is performed using DCM as the solvent and proceeds with a yield of 88%. Using this as a starting point, you decide to proceed in order to determine the scale of the reaction. How much of each starting material must be used to achieve the required amount of amelfolide? 3.82g of 2,6-dimethylaniline 5.85g of p-nitrobenzyl chloride O 5.85g of 2,6-dimethylaniline 3.82g of p-nitrobenzyl chloride 3.36g of 2,6-dimethylaniline 5.14g of p-nitrobenzyl chloride O 2.96g 2,6-dimethylaniline 4.53g of p-nitrobenzyl chloride
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
Chapter25: Carbohydrates
Section: Chapter Questions
Problem 25.44P: Digitalis is a preparation made from the dried seeds and leaves of the purple foxglove, Digitalis...
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