反应详情

温度

45 °C

Iminodiacetic dimethyl ester hydrochloride (624 mg, 3.24 mmol) was suspended in 5 mL of anhydrous DMF under nitrogen, and N-methylmorpholine (360 μL, 3.27 mmol) was added. After 5 minutes, 4-iodobenzoic acid (805 mg, 3.25 mmol) was added, followed by HOBt (450 mg, 3.33 mmol) and EDC (1.0 g, 5.28 mmol). The reaction was stirred overnight at 45° C. The solvent was removed and the residue was dissolved in EtOAc (20 mL) and washed with 0.5 M HCl, sat. NaHCO3 and water. The organic phase was collected, the solvent removed and the mixture purified by column chromatography (silica; hexanes:EtOAc 90:10-65:45), yielding the product as a white solid. MS (ES+): Cal'd. 392.00 (MH+), exp. 391.98 (MH+).

1. customThe solvent was removed
2. dissolutionthe residue was dissolved in EtOAc (20 mL)
3. washwashed with 0.5 M HCl, sat. NaHCO3 and water
4. customThe organic phase was collected
5. customthe solvent removed
6. customthe mixture purified by column chromatography (silica; hexanes:EtOAc 90:10-65:45)