I was wondering if someone could give me some guidance as to how benzene could be converted to naphthalene though an EAS reaction? I know that I can react benzene with succinic anhydride and AlCl3. I can then add SOCl2 and AlCl3 for an acylation reaction.
These steps would add a second ring with two ketone functional groups to the benzene ring. However, I'm not sure how to create the pi bonds in the second ring. Could 2 mols of NaBH4 be used to convert the two ketones to secondary alcohols and then remove the alcohol groups through dehydration?
Or could you use Zn(Hg) & HCl to remove the ketone functional groups, add two mols of NBS and then create the double bonds through elimination? Is there another method I missed?