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KETONES H

C
R O O PHYSICS
WALLAH
S S

(E/Z)
R
O N

H3O+, Dean-Stark
(E/Z)

(Ph 3

HO(CH2)2OH

) SH
Ph 3

2O
PC 2
+
CHBr3

2 3
m

P–C
R

t
CP

CH
3 • E
+

HB
BA HN

k
O

ar
HS(
HR
r+

BF

St
ea 2
H
RO

O + RN

n-
NaH
OH O


1. B R +

,D
H
H2, i


r2 , N

)
2. H aO R N
(i) H 2, N


H

3
H
+
3O+


H


(ii) ,


NH 2 H 3CN


R
O (i) NaN OH


O or (ii
) N
Br2, H3O+


Br NH2OH
H3O+, Dean-Stark
NH
(E/Z)
gBr N
1. R
M H O + 2 H2 • H
O
+ 3 , De O
2 . H an-S 2
HO R
3
tark NH2
D2 , N
SO
3 Ra
H ne
Na

1.
yN

4
BH
O

NH KOH
H2 i

+
(E/Z)

O
1. Na
N

2.
2
HC

NH , ∆
2. H

EtONa
EtOH

2
•H
HO SO3Na D D
2. H +4

2
O
AIH
O 3
1. Li

HO CN H H
OH +
O Na

thermodyamic product

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