Table 1.
Synthesis of 1-Phenylcyclopropane acetonitrile (2a) in different reaction conditions.
| S.No | Base, water (%) | Solvent | Temperature (°C) | Time (hr) | Yield (%) |
|---|---|---|---|---|---|
| 1 | KOH, H2O (50) | – | 60 | 12 | 30 |
| 2 | KOH, H2O (50) | – | 100 | 12 | 20 |
| 3 | KOH, H2O (50) | CH3CN | 60 | 12 | 15 |
| 4 | KOH, H2O (50) | CH3CN | 100 | 12 | 10 |
| 5 | NaOH, H2O (50) | – | 60 | 12 | 45 |
| 6 | NaOH, H2O (50) | – | 100 | 12 | 40 |
| 7 | NaOH, H2O (50) | CH3CN | 60 | 12 | 35 |
| 8 | NaOH, H2O (50) | CH3CN | 100 | 12 | 30 |
| 9 | K2CO3, H2O (50) | – | 60 | 12 | 10 |
| 10 | K2CO3, H2O (50) | – | 100 | 12 | 5 |
| 11 | K2CO3, H2O (50) | CH3CN | 60 | 12 | NP |
| 12 | K2CO3, H2O (50) | CH3CN | 100 | 12 | NP |
| 13 | Na2CO3, H2O (50) | – | 60 | 12 | 15 |
| 14 | Na2CO3, H2O (50) | – | 100 | 12 | 10 |
| 15 | Na2CO3, H2O (50) | CH3CN | 60 | 12 | NP |
| 16 | Na2CO3, H2O (50) | CH3CN | 100 | 12 | NP |
*All reactions were carried out on a 10 mg scale. The reaction was monitored by TLC and LCMS. NP = no product obtained.