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.