Chemistry Reference
In-Depth Information
10.33
Follow eq. 10.42 with R = CH
3
.
O
O
H
+
HO
-
or
H C
C
NH
+
H O
H C
C
OH
+NH
3
3
2
2
3
With acid catalysis, the products are CH
3
CO
2
H + NH
4
+
.
With base catalysis, the products are CH
3
CO
2
-
+ NH
3
.
10.34
Follow eq. 10.43, with R = CH
3
.
O
LiAlH
4
C
H C
NH
CH
3
CH
2
NH
2
3
2
ether
10.35
Follow eq. 10.44 and 10.45.
O
O
C
Cl
C
+
+
Cl
Mg
Br
MgBr
excess
C
6
H
5
MgBr
OH
1.
C
+
2. H O
3
10.36
Step 1:
Deprotonation gives an ester enolate.
Na
+
-
H
O
O
NaOCH
2
CH
3
CH
3
CH
C
OCH
2
CH
3
CH
3
CH
C
OCH
2
CH
3
+
CH
3
CH
2
OH
Step 2:
Carbonyl addition gives a tetrahedral intermediate.
Na
+
-
O
CH
3
CH
C
OCH
2
CH
3
Na
+
-
O
O
CH
3
CH
2
C
CH
C
OCH
2
CH
3
CH
3
CH
2
C
OCH
2
CH
3
CH
3
CH
2
O
CH
3
Step 3:
The tetrahedral intermediate gives an ester and ethoxide.
