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Reagents: A. HCl B. SOCl2 C. 1.LiAlH4 2. H20 D. solvolysis in CH3OH E. Cl2, Acid

ID: 967136 • Letter: R

Question

Reagents:

A. HCl    

B. SOCl2

C. 1.LiAlH4   2. H20

D. solvolysis in CH3OH

E. Cl2, Acid

F. HNEt2

G. SN2 conditions

H. NH3

I. No additional reagents necessary

(the answer to the last two has only been one step)

OEt OEt Me Me diethylcarbamazine OH MeNH2 + OH Shown above is a retrosynthetic analysis for the anthelmintic (against worms) diethylcarbamazine. From the choices provided, show the reagents used for the retrosynthetic step shown below OEt Me Me From the choices provided below, list the reagent(s) in order that will accomplish this transformation. No more than 2 steps are required. List your answer as a single letter (single-step transformation) or a series of letters (multi-step transformation) with no commas separating them. For example, "ab" corresponds to 1. H 2. SOCI2 NOTE: The order you in which you list your letters matters!

Explanation / Answer

a,b step 2

1.LiAlH4   2. H20 step4

solvolysis in CH3OH step3