Chem 212 Condensation Reactions 3
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Chem 212 Condensation Reactions 3
ANSWERS
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. O
O
a)
1) NaOMe O 2)
O
?
O
MeO 3) H3O
O
1) NaOMe 2)
O
b)
?
Br 3) NaOH 4) H , heat
O O H
c)
OH
?
1) CH3CHO, NaOMe, warm 2) NH2NH2, -OH, heat OR 3) BH3 4) H2O2, -OH, H2O
1) NaBH4, MeOH 2) PBr3 3) Mg OR 4) O 5) H3O+
1)
MgBr
2) H3O+ 3) PCC 4) NH2NH2, NaOH, heat 5) BH3 6) H2O2, -OH, H2O
O
d)
O ? +
O OMe
Ph3P O e)
H
H
1) NaOH, EtOH, warm O CN
O 2) HCN, H2O
? OH
O
3) H3O
, heat
OH
OH O O ?
f) OEt
O
1) NaOEt
OH OH
2) LiAlH4 3) H3O
OEt
ANSWERS
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. O
O
a)
1) NaOMe O 2)
O
?
O
MeO 3) H3O
O
1) NaOMe 2)
O
b)
?
Br 3) NaOH 4) H , heat
O O H
c)
OH
?
1) CH3CHO, NaOMe, warm 2) NH2NH2, -OH, heat OR 3) BH3 4) H2O2, -OH, H2O
1) NaBH4, MeOH 2) PBr3 3) Mg OR 4) O 5) H3O+
1)
MgBr
2) H3O+ 3) PCC 4) NH2NH2, NaOH, heat 5) BH3 6) H2O2, -OH, H2O
O
d)
O ? +
O OMe
Ph3P O e)
H
H
1) NaOH, EtOH, warm O CN
O 2) HCN, H2O
? OH
O
3) H3O
, heat
OH
OH O O ?
f) OEt
O
1) NaOEt
OH OH
2) LiAlH4 3) H3O
OEt
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