Table 2.
Esterification with different ratios of TPPO/(COCl)2/PhCOOH/PhCH2OH/Et3N in CH3CN at room temperature.
| entrya | molar ratio TPPO/(COCl)2/R1COOH/ROH/Et3N | isolated yield / % |
|---|---|---|
| 1 | 1/1/1/1.3/1 | 79 |
| 2 | 1/1.3/1/1.3/1 | 90 |
| 3 | 1/2/1/1.3/1 | 88 |
| 4 | 1/0.75/1/1.3/1 | 70 |
| 5 | 0.75/1.3/1/1.3/1 | 50 |
| 6 | 2/1.3/1/1.3/1 | 89 |
| 7 | 1/1.3/1/1/1 | 68 |
| 8 | 1/1.3/1/2/1 | 90 |
| 9 | 1/1.3/1/1.3/1.3 | 90 |
| 10 | 1/1.3/1/1.3/2 | 90 |
| 11 | 1/1.3/1/1.3/0.75 | 85 |
| 12 | 1/0/1/1.3/1 | nr |
| 13 | 0/1.3/1/1.3/1 | nr |
aReaction conditions: solvent (5 ml), room temperature, 1 h, under nitrogen.