Chemistry Reference
In-Depth Information
In this case, the “free-standing” R group is selected to come from the
Grignard reagent.
e.
H
C
CH
2
CH
3
from
MgX
+CH
3
CH
2
CH
O
OH
or
H
C
CH
2
CH
3
CH
3
CH
2
MgX
+
CH
from
O
OH
Either of these combinations of reagents will work.
f.
H
H
CH
C
CH
3
from
H
CHMgX
+
CH
3
CH
O
OH
or
H
H
CH
C
CH
3
from CH
3
MgX
+
H
CH
CH
O
OH
Either of these combinations of reagents will work.
Vinyl Grignard reagents are known, although they are a bit more difficult to
prepare than simple alkyl Grignard reagents. Either pair of reagents will work.
9.46
a.
The reaction is similar to that of a Grignard reagent with a ketone (see
eq. 9.24). Also see eq. 9.26.
O
Na
+-
O
HO
H
2
H
+
Na
+-
CCH
b.
See eq. 9.28 for guidance.
O
HO
CN
+
HCN
cyclopentanone cyanohydrin
c.
See Table 9.1 for guidance.
CH
3
CCH
2
CH
3
O
+NH
2
OH
CH
3
CCH
2
CH
3
NOH
+H
2
d.
See Sec. 9.11 for examples.
