OOO
O
OO O
H
O
OH
O
O
O
H
OOH
OH
O
OEt
O
OH
OH
MeO
O
?
f)
?
Br
e)
?
d)
?
c)
?
b)
Chem 212
Condensation Reactions 3 ANSWERS
?
a)
O
Suggest a synthesis of the following products from the starting materials given, more than
one step might be needed. There are usually many possible correct answers.
1) NaOMe
2)
MgBr
3) H3O
Ph3POMe
O
1) NaOMe
2)
3) NaOH
4) H , heat
H
O
1) CH3CHO, NaOMe, warm
2) NH2NH2, -OH, heat
3) BH3
4) H2O2, -OH, H2O
OR
CN
OH
1) NaBH4, MeOH
2) PBr3
3) Mg
4)
5) H3O+
OR
1)
2) H3O+
3) PCC
4) NH2NH2, NaOH, heat
5) BH3
6) H2O2, -OH, H2O
1) NaOH, EtOH, warm
OEt
OO
2) HCN, H2O
3) H3O , heat
1) NaOEt
2) LiAlH4
3) H3O
+