Reactie schema Organische Chemie VC3

CH3
CH3 CH3
Br
CH3 H3C CH3 CH3 RCOOOH H3C
CH3
H3C CH3 O
+ omlegging H3C
Br
Br Br CH3
O
H3C CH3
HBr,
CH3 RCOOOH
excess H , Lindlar
2

H3C CH3
CH3

H3C CH2 CH3
Na, NH (l)
3
CH3 H3C
Br OH
H3C

CH3
CH3

H3C
HBr, 1 eq 1. Na, NH O
2
1. BHR2, THF
2. CH CH Br 2. H O , OH-, H O
3 2 2 2 2

CH3
CH3 H3C CH2
CH3
H3C
Br H3C H SO , H O CH3
2 4 2 OH
Br , CH Cl
Br , Br 2 2 2
CH H3C CH3
2
ecxess

CH3 Br O
H , Lindlar CH3
H3C H , Pd/C 2
2
Br Na, NH (l)
Br Br H3C O
CH3 3
O
cis 3 +
H3C CH3
H3C CH2 H2C O
H SO , H O
trans 2 4 2
H , Pd/C
2 CH3
CH3 H3C CH2
H3C CH3
H3C HBr
OH 1. BH , THF H SO , CH OH
3 2 4 3 OH
2. H O , OH-, H O
2 2 2 Br , H O
CH3
2 2
CH3 CH3 +
HO
H3C H3C CH3 H3C CH3
Br
meer gevormd
+
HO CH3 Br
Br CH3
H3C CH3
H3C CH3
meer gevormd
+
CH3
O CH3
H3C O
H3C CH3

meer gevormd