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Br MgBr COOH

O Br
O

H O OH 1.

Br
MgBr COOH
Br

SO

OH Br CN
COOH
O CH3 CH3 CH3
CH3
SO

MgBr COOH

CH3 CH3
MgBr CH2CH2OH CH2CH2 Br
CH CH2

CH3 CH3 CH3


CH3
O PBr

Br O OH
CH CH2 C CH Br C CH H3C C H3C C CH2 CH3

CH3 CH3 CH3 CH3 CH3


Br SO
MgBr

AlCl AlCl

COOH
MgBr

MgBr CH2CH2OH CH2CH2Br CH2CH2COOH

O
PBr
Pyridine SO
O
C CH2CH3 CH2CH2CH3 CH2CH2CH3
CH2CH2CH3

AlCl
AlCl

COOH
Cl
O O
CH2CH2CH3
C CH2CH3 C CH2CH3

AlCl AlCl
Cl
Cl
CH2CH2CH3 CH2CH2CH3
CH2CH2CH3
CH2CH2CH3

PBr

CH2Br CH2COOH
CH2OH
Cl

CH2CH2CH3 CH2CH2CH3
CH2CH2CH3
CH2CH2CH3

PBr

O
CH2CH2Br CH2CH2COOH
Cl CH2CH2OH
OH OH O HO
CH3
CH3 CH3 CH3 CH3

O
H H H H

H3C H3C CH3 H3C CH3 H3C


CH3 CH3
O

CH3 COOH CH3


HO
CH3 CH3 CH3 O
CH3

SO

H H
H
H3C CH3 H3C CH3
H3C CH3

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