Suggest a synthetic route:

Question

Starting from either alkyl halides of 4 carbons or less, benzene or toluene and/or any necessary inorganic reagents.

p-ethylaniline

and

PhOMe

Thanks!

Answer 1

Benzene ==CH3CH2Cl,AlCl3==> Ethylbenzene ==HNO3,H2SO4==> p-Nitroethylbenzene ==Sn,HCl==> p-Ethylaniline

Benzene ==H2SO4==> Benzenesulfonic acid ==OH-==> Phenol ==NaOH,CH3I==> Anisole