反应详情

4-Nitrophenylacetic acid (2.00 g, 0.011 mol) was dissolved in anhydrous THF (20 mL) with gradual addition of thionyl chloride (1.03 mL, 0.0143 mol) and a catalytic amount of DMF (2 drops) at RT and stirred for 24 h. On completion, the reaction was quenched in situ with N-methylpiperazine (3.85 g, 0.038 mol) added dropwise in a solution of DCM (20 mL) at RT and stirred overnight to give a beige suspension. The solvent was removed in vacuo and the residue partitioned between DCM (30 mL) and sodium hydroxide (1N, 30 mL). The organic layer was washed twice, dried over sodium sulphate and filtered. Removal of the solvent in vacuo yielded the title compound as an amber oil, 1.50 g (solidified on standing).

1. customto give a beige suspension
2. customThe solvent was removed in vacuo
3. customthe residue partitioned between DCM (30 mL) and sodium hydroxide (1N, 30 mL)
4. washThe organic layer was washed twice
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. customRemoval of the solvent in vacuo