Reduction of various N,N-dimethyl amides in the presence of the ethyl benzoatea.
| |||||
|---|---|---|---|---|---|
| Entry | Substrate | Product C | Recovery of Ab (%) | Yield of Cb (%) | |
| A | B | ||||
| 1 |
|
|
|
>99 | >99 |
| 2 |
|
|
>99 | >99 | |
| 3 |
|
|
>99 | >99 | |
| 4 |
|
|
>99 | 91 | |
| 5 |
|
|
>99 | 97f | |
| 6 |
|
|
>99 | 86f | |
| 7 |
|
|
>99 | >99c | |
| 8 |
|
|
>99 | 82d | |
| 9 |
|
|
>99 | >99 | |
| 10 |
|
|
>99 | 71e | |
| 11 |
|
|
>99 | 78e | |
| 12 |
|
|
>99 | 70f | |
| 13 |
|
|
>99 | 56g | |
a
Reaction condition: DIBALH : substrate (1.1 : 1.0), −78 °C, 30 min.
b
Yields were determined by GC.
c
Reaction time was 1 h.
d
Equivalents of substrate : DIBALH = 1 : 1.2.
e
Equivalents of substrate : DIBALH = 1 : 1.4.
f
Equivalents of substrate : DIBALH = 1 : 1.7.
g
Equivalents of substrate : DIBALH = 1 : 1.5.