JEE Advanced 2018 Paper 1

Treatment of benzene with CO/HCl in the presence of anhydrous AlCl3/CuCl followed by reaction with Ac2O/NaOAc gives compound X as the major product. Compound X upon reaction with Br2/Na2CO3, followed by heating at 473 K with moist KOH furnishes Y as the major product. Reaction of X with H2/Pd−C, followed by H3PO4 treatment gives Z as the major product.