Wellbutrin (1) is an antidepressant used to treat major depressive disorder. Add the missing starting material and intermediate in the following synthetic scheme: H2N. Br2 (1)

Provide reasonable starting materials for the following reagents and products. LDA C=CH

Write the reagents

There are three compounds with same molecular formula C8H9Br, andit has been known that all these three compounds contain a phenyl ring, anethyl group, and a bromide atom. A cannot react with AgNO3. B reactswith AgNO3 smoothly at room temperature. C can react with AgNO3 athigh temperature. Try to give the structures of A, B and C.

Draw the major organic product of the indicated reaction conditions. Do not show any by-products, just how the organic starting material is transformed.

Devise synthetic routes that allow you to get from the reactant/starting material side of the reactions to the product side. More than one transformation may be needed in each case. (a) H3C₂ (b) OH mayon H3C₂ OH ? ? H3C₂ H3C OH SH