Esterification of carboxylic acids using PS-TPP–I2 complexesa.
| |||
|---|---|---|---|
| Entry | Carboxylic acid | Alcohol | Yield (%) of ester |
| 1 | CH3CO2H | 5α-Cholestan-3β-ol | 96 |
| 2 | CH3CO2H | 5α-Cholestan-3α-ol | 85 |
| 3 | PhCO2H | CH3OH | 90 |
| 4 | PhCO2H | 5α-Cholestan-3β-ol | 85 |
| 5 | CH3(CH2)6CO2H | 5α-Cholestan-3β-ol | 93 |
| 6 | CH3(CH2)14CO2H | CH3OH | 98 |
| 7 | CH3(CH2)14CO2H | 5α-Cholestan-3β-ol | 92 |
| 8 | CH3(CH2)16CO2H | CH3CH2OH | 95 |
| 9 | CH3(CH2)16CO2H | 5α-Cholestan-3β-ol | 94 |
| 10 | Linoleic acid | CH3OH | 87 |
| 11 | Linoleic acid | 5α-Cholestan-3β-ol | 84 |
a
Reagents and conditions: 1.1 : 1.1 : 1 molar ratio of PS-TPP–I2 : carboxylic acid : alcohol, CH2Cl2, 40–50 °C, 1–3 h.