Table 1.
entry | Eq. NaBH4 |
Solvent | Time (hours) |
% NMR Yield |
% Conversion MPFBb |
---|---|---|---|---|---|
1 | 0.50 | MeOH | 10 | 0 | ~100 |
2 | 0.50 | EtOH | 10 | 6 | 72 |
3 a | 0.50 | THF | 10 | <2 | <2 |
4 a | 0.50 | DME | 10 | 46 | 46 |
5 | 0.50 | DMF | 10 | 70 | 72 |
6 | 0.50 | DMSO | 10 | 97 | 98 |
7 | 0.33 | DMSO | 2 | 23 | 23 |
8 | 0.66 | DMSO | 2 | 43 | 43 |
9 | 1.00 | DMSO | 2 | 99 | 99 |
10 | 2.00 | DMSO | 2 | 99 | 99 |
Reactions were run as suspensions.
Determined using 19F NMR.