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Homework Statement
Synthesize 1-chloro-3-ethyl-5-nitrobenzene. Assume you have benzene, chloroethane, acetyl chloride, NaCl, Cl2, AlCl3, FeCl3, NH2NH2, Zn, KOH, HNO3, H2SO4, and HCl.
Homework Equations
none.
The Attempt at a Solution
I started with benzene. I did a Friedel-crafts on benzene. Then, I reacted with Cl2 and FeCl3. Then I reacted with HNO3/H2SO4 to give the nitro group. Finally, I did a clemmenson reduction to get rid of the carbonyl. Does this sound right? My concern is, will the nitro group be affected by the reduction at the end?