Table 2. Reaction Condition Experiments for Deprotection of Ketal N-Acyl Hydrazones.
| entry | catalyst | solvent | time | conv (%)e | by product (conv. %)e |
|---|---|---|---|---|---|
| 1 | p-TsOHa | acetone:water | 40 min | 45 | 38 |
| 2 | p-TsOHb | acetone:water | 40 min | 49 | 35 |
| 3 | 1 M HClc | THF | 3 h | — | — |
| 4 | Bi(NO3)3·5H2Od | CH2Cl2 | 2 h | 98 | — |
Molar ratio of 4a:catalyst = 1:1.
Molar ratio of 4a:catalyst = 1:0.5.
Molar ratio of 4a:catalyst = 1:0.01.
Molar ratio of 4a:catalyst = 1:0.25.
Determined by GC–MS.
