Table 1.
Amination of OctylB(pin).a
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---|---|---|---|
entry | CH3ONH2 (equiv) | base (equiv) | yield (%) |
1 | 1.0 | n-BuLi (1.0) | 41 |
2 | 2.0 | n-BuLi (2.0) | 72 |
3 | 3.0 | n-BuLi (3.0) | 84 |
4 | 3.0 | MeLi (3.0) | 48 |
5 | 3.0 | NaH (3.0) | <5 |
6 | 3.0 | KH (3.0) | <5 |
7 | 3.0 | K(OtBu) (3.0) | 16 |
8 | 3.0 | Li(OtBu) (3.0) | <5 |
Reactions were conducted as described in the text. The percent value given refers to the isolated yield of purified material and is an average of two experiments.