CHO
NaBH4
1
CH3
2
3
COOH
4
CH2OH
反応しない
O
LiAlH4
1
2
3
4
OH
OH
CO2CH3
NaBH4
1
CH2OH
2
3
COOH
4
CHO
反応しない
CO2CH3
LiAlH4
1
CH2OH
2
3
COOH
4
CHO
反応しない
O
H2NNH2
KOH
!
O
1
3
O
2
OH
NH2
4
NH2
O
Zn(Hg)
HCl
O
1
3
O
2
OH
Cl
4
Cl
O
CH3 C
CH3
LiAlH4
N
CH3
O
1
3
CH3 C OH
H
CH3
OH
C
CH3
N
CH3
2
CH3
CH3 CH2 N
CH3
4
CH3 CH2 OH
H2, Pd/C
CH3
1
C
C
CH3
CH3 CH2 CH2 CH3
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
CH3
1
C
C
CH3
H2
Lindlar cat.
CH3 CH2 CH2 CH3
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
CH3
1
C
C
CH3
CH3 CH2 CH2 CH3
Na
Liq. NH2
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
NO2
1
3
H2, Pd/C
H
2
NO2
4
NH2
反応しない
LiAlH4
CN
2
1
NH2
NH2
4
3
NH2
OH
NH
H
NaBH4
N
CH3
1
2
O
NH2
4
3
NH
CH3
反応しない
O
1
3
H OH
H OD
(1) NaBD4
(2) H2O
2
4
D OH
D OD
解答
CHO
NaBH4
1
CH3
2
3
COOH
4
CH2OH
反応しない
O
LiAlH4
1
2
3
4
OH
OH
CO2CH3
NaBH4
1
CH2OH
2
3
COOH
4
CHO
反応しない
CO2CH3
LiAlH4
1
CH2OH
2
3
COOH
4
CHO
反応しない
O
H2NNH2
KOH
!
O
1
3
O
2
OH
NH2
4
NH2
O
Zn(Hg)
HCl
O
1
3
O
2
OH
Cl
4
Cl
O
CH3 C
CH3
LiAlH4
N
CH3
O
1
3
CH3 C OH
H
CH3
OH
C
CH3
N
CH3
2
CH3
CH3 CH2 N
CH3
4
CH3 CH2 OH
H2, Pd/C
CH3
1
C
C
CH3
CH3 CH2 CH2 CH3
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
CH3
1
C
C
CH3
H2
Lindlar cat.
CH3 CH2 CH2 CH3
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
CH3
1
C
C
CH3
CH3 CH2 CH2 CH3
Na
Liq. NH2
2
CH3
H
3
CH3
H
H
CH3
H
4
反応しない
CH3
NO2
1
3
H2, Pd/C
H
2
NO2
4
NH2
反応しない
LiAlH4
CN
2
1
NH2
NH2
4
3
NH2
OH
NH
H
NaBH4
N
CH3
1
2
O
NH2
4
3
NH
CH3
反応しない
O
1
3
H OH
H OD
(1) NaBD4
(2) H2O
2
4
D OH
D OD

こちら - SIサイエンス

Unit 11 Practice Test

Me Me O Me OBn LiAlH4 Me Me O Me OTBDPS LiAlH4 O OBz O Me

Mg, THF 1) CO2 2) H3O+ LiAlH4 SOCl2 Pyridine NaOEt DMF ? ? ? ? ?

Cyclobutane Synthesis

早稲田大学理工学部【化学】解答例

演習問題