Practice Problem 4-24
–
Answer
For each part below, predict the structure(s) of the major organic product(s) that will form under the indicated
reaction conditions.
(a)
H
3
C
CO
2
H
+ Ph
2
C
N
N
ether
H
3
C
O
OCHPh
2
(b)
CO
2
H
1) KOH
2) PhCH
2
Cl
O
OCH
2
Ph
(c)
CH
3
1) Hg(OAc)
2
, CH
3
CO
2
H
(solvent)
2) NaBH
4
OCCH
3
CH
3
O
(d)
CH
3
CH
2
C
OH
O
KOH
(1 equiv.)
O
H
3
C
H
3
O
+
O
O
OH
(e)
Br
CH
2
CH
2
CH
2
CH
2
CO
2
H
K
2
CO
3
(a base)
acetone
(solvent)
O
O
Practice Problem 4-25
–
Answer
Draw the product formed on thermal decarboxylation of each compound.
CH
3
O
+
CO
2
OH
O
+
CO
2
CH
3
O
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