Question

Identify compounds A, C, D and E in the following synthetic sequence: OCH, Bri Mg PCC но он D- - E FeBr ether 2. Ho CH, CI, H,0° cat. Hint: For the first reaction, remember you have two ortho/para directors for the electrophilic bromination of the ring, but the methoxy group dominates (stronger electron-donating effect).

answer all parts

Answer 1

OCH, OCH3 OCH, OH OCH3 MgBr Br Br2, FeBra --- Mg H ether Hot PCC, CH2Cl2 OCH3 0 || OCH HOSH H30*, cat NNH2 O- dil. H2OS4 K.Cr207 అం --- NH2NH2 KOH, HO heat H2SO4 H,0*, cat