O

ACYL (ACID) CHLORIDE

R
O
R OH R
OH
O

R NH2 O O
+ R R

1. C
O

2. H 2

benzene
CO2

H 2N 2

AlCl3

, Py
O

,
Ag 2

HO
1.

D
t 3N

2
NH E

O, D
2.
Br 3 (e OH, O
xc
N
2,
Na es
s) CO R R
R OH H 2
N
C
O RC
s) R
KN , D
3 (e xces
R2 NH

O
R NH2NH /H O O
O KN 3 2 2
Cl R NH2
R N
N + H
N –
N )
xc ess Me
NH
B r (e OM
Mg e/H
R O Cl
1. . H2
2
i

NH
uL

O
2. H O
2C

1. LiA

2
OH
(DlBA
i-Bu 2A
OMe
R

OH R
2

N
lH4

R
L-H)

R lH Me
R

O
O
R OH
R N
R H
O
R
OH R
H