Question

Mecclizine is Antiemetic. Among the names of Mecclizine's alternative prescription drugs are Bonine, Sea-Legs, etc. Meclizine can be generated by the following series of responses.

СОН CI Ph NH, Benzoic acid (A) Ph Ph OH (B) (C) CI Lo HỌN 14 (5) OH CI Ph Сн, Ph (6) (D) (E)

(a) Write the name of the actuator in (A). Which reagents will be used the most to switch to this machine?

(b) The catalyst for stage 2 is aluminium chloride (AlCl3). Write the name of the reaction form that takes place at this stage. The product shown here is the introduction of a new actuator to the para position of chlorobenzene's chlorine atom. Assuming we haven't talked about the introduction of the new actuators, can we predict the introduction of the ossos, metas and paras of chlorine atoms? Explain.

(c) What kind of reagents can be used in the third stage of converting C=O to -NH2?

(d) Reagent used in Step 4 is cyclic ether, ethylene oxide. Most ethers are highly reactive to pro-nuclear reagents such as primary amines at this stage. However, ethylene oxide is an exception to this common reaction. What makes the ring open reaction so large when the ethylene oxide is pro-nucleus?

(e) What reagents could be used in the fifth phase to transform each primary alcohol into primary halogenides?

(f) Step 6 is a double pro-nuclear substitution reaction. Which mechanism, Sn1 or Sn2, is more like this reaction? Explain.

Answer 1

Q5 ed ph pl el sola (or pels Area ph pisa A Aldi Friedal craft Acylation d o ;) NH3 < Balai OH grooles JH2 ph an с 애 d e p/ah2 CH3 med blanttobre р, 94x d Reagents h © souh pug (ar) pas Allz (Friedal Crafts Acylation) in) Hylwi Reduction) :) NH3 8 /HO 2. гоf - red p / ch eatr50H/2. Males) 6

a) Socha (@) plzer) pels Friedal Crafts Acylation. Reaction cb c) 3) HH3 Amination H₂) Ni Reduction _ 8 e) redp. (cz 1.SN' gr alkyl halide jo alkyl halide → SN mechanism.