Table 3. Optimization Study of the Reaction Conditions for the Deprotection of Aryl Estersa.
Entry | Catalyst | Solvent | Temperature °C | % Yieldb |
---|---|---|---|---|
1 | ethanol | 60 | ||
2 | no catalyst | acetonitrile | 80 | |
3 | chlorobenzene | 130 | ||
4 | MCM-41 | ethanol | 60 | |
5 | acetonitrile | 80 | ||
6 | chlorobenzene | 130 | ||
7 | InCl3 | ethanol | 60 | |
8 | acetonitrile | 80 | 42 | |
9 | chlorobenzene | 130 | 62 | |
10 | 10% InCl3/MCM-41 | ethanol | 60 | |
11 | acetonitrile | 80 | 36 | |
12 | chlorobenzene | 130 | 52 | |
13 | 15% InCl3/MCM-41 | ethanol | 60 | |
14 | acetonitrile | 80 | 48 | |
15 | chlorobenzene | 130 | 64 | |
16 | 20% InCl3/MCM-41 | ethanol | 60 | |
17 | acetonitrile | 80 | 60 | |
18 | chlorobenzene | 130 | 85 |
Reaction conditions: 3,5-dimethylphenyl propionate (0.178 g, 1 mmol), chlorobenzene (5 mL), catalyst (100 mg), and reflux 6–8 h.
Isolated yields.