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Proparacaine is a topical anesthetic drug of the amino ester group . Below is one approach for preparing Proparacaine " HO _ HNO 3 , K 2 CO 3\...

Can you please show all the mechanisms, structures, and a brief description for each individual reaction. I have attached an example of an aromatic substitution reaction.

Screen Shot 2019-05-01 at 2.18.50 AM.png

2-Ochem multi-synthesis practice problem..png

2-Ochem multi-synthesis practice problem..png

6. Proparacaine is a topical anesthetic drug of the amino ester group . Below is one approach for
preparing Proparacaine "
HO _
HNO 3 ,
K 2 CO 3\
H2 504
CI
SOCI2\
A
OH
1
2
3
A
- NETZ
EtzNH
ON _
H2/PdIC
B
C
Proparacaine*
CH, O
5
6
Prepare a short presentation about Proparacaine . Identify the structure for all unknowns and show the
mechanism for each step .

Screen Shot 2019-05-01 at 2.18.50 AM.png

.
Note the EAS mechanism for chlorination is analogous to
bromination
H
` Nucleophilic attack
Proton transfer
Ci :
: CI .
CI
-AIC/3
: C1 -
- AIC13
In the first step ,
In the second step .
the aromatic ring
H
H
H
the sigma complex
functions as a nucleophile*
forming an intermediate*
CI :
CI :
Cl :
is deprotonated ,
restoring aromaticity
Sigma complex
Sigma complex

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