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Typical procedure for the prepitration of hydroxyl lactam (3, A dry 100mL three-neck flask was charged with zinc dust (1.9g, 30mmol, the substrate (1, 10mmol) and 0.5mmol of copper (I) bromide in 20ml THF. The mbiwre was heated to reflux. After stirring for 4h at 60-70°C, the mixture was cooled to 0°C and added slowly to 3N hydrochloric acid to adjust PH to 3-5. The reaction continued at 0°C for 1-2h until the Phthalimide disappeared by TLC. The residue was diluted-with EtOAc, washed with aqueous sodium hydrogen carbonate and brine, and dried over MgSO4. The solvent was removed under reduced pressure, and the residue was purified by recrystallizing in ethanol to give the desired hydroxy-phalimidines as a white solid. 3-(1-hydroxy-3-oxoisoindolin-2-yl) propasenitrile (3j, Yiled: 830, IR(KBr, 3240cm-1, 2248.9cm-1, H NMR (300 MHz, DMSO, δ(ppm) 7.35-7.60 (m, 4H, 6.75 (d, J=8.7Hz, 1H) 5.94 (d, J=8.7Hz, 1H, 3.65-3.95 m, 1H
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13C NMR (75 MHz DMSO): 166.3, 144.8, 132.3, 131.1, 129.5, 123.7, 122.6, 119.1, 80.8, 35.0, 16.7.
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