(c) In the reaction scheme below, compound D is a bicyclic aromatic heterocycle that is prepared via intermediate C. Compound D has a molecular formula of C10H11N and reacts with acetone to form E, which has a molecular formula of C23H26N2. Draw the structures of C, D and E and provide mechanisms for their formation. O CH₂CH₂ + Br CH3 NaOH (aq) D H3C CH3 H₂SO4 (aq) E

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(c)
In the reaction scheme below, compound D is a bicyclic aromatic heterocycle that
is prepared via intermediate C. Compound D has a molecular formula of C10H11N
and reacts with acetone to form E, which has a molecular formula of C23H26N2.
Draw the structures of C, D and E and provide mechanisms for their formation.
N
CH₂CH3
+ Br-
CH3
C
NaOH (aq)
D
H3C CH3
H₂SO4 (aq)
E
Transcribed Image Text:(c) In the reaction scheme below, compound D is a bicyclic aromatic heterocycle that is prepared via intermediate C. Compound D has a molecular formula of C10H11N and reacts with acetone to form E, which has a molecular formula of C23H26N2. Draw the structures of C, D and E and provide mechanisms for their formation. N CH₂CH3 + Br- CH3 C NaOH (aq) D H3C CH3 H₂SO4 (aq) E
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