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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
Br O OH
CH CH2 C CH Br C CH H3C C H3C C CH2 CH3
AlCl AlCl
COOH
MgBr
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
SO
H H
H
H3C CH3 H3C CH3
H3C CH3