反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a stirred solution of 4 (76 mg, 0.13 mmol), N-(4-bromobutyl)-phthalimide (71 mg, 0.25 mmol) in 10 mL CH3CN, CsF (96 mg, 0.63 mmol) was added. The resulting mixture was refluxed for 5 hours and then concentrated in vacuo. MPLC purification (Hex:EtOAc/4:1) of the residue gave 5 as a yellow amorphous solid (60 mg, 69%). 1H NMR (400 MHZ, CDCl3) δ 8.13 (d, J=8.4 Hz, 2H), 7.96 (s, 1H), 7.74-7.35 (m, 14H), 6.62 (s, 1H), 5.39 (s, 2H), 4.30 (t, J=7.2 Hz, 2H), 4.16 (q, J=7.2 Hz, 2H), 3.66 (s, 2H), 3.49 (t, J=6.8 Hz, 2H), 1.70-1.66 (m, 2H), 1.48-1.45 (m, 2H), and 1.26 (t, J=7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3) δ 187.27, 169.94, 168.47, 166.11, 144.12, 143.76, 137.30, 137.13, 136.11, 135.81, 135.11, 134.22, 132.06, 131.88, 131.24, 130.37, 130.20, 129.31, 128.90, 128.61, 128.53, 123.43, 121.63, 120.86, 112.60, 104.17, 67.17, 61.49, 43.90, 37.22, 35.32, 27.38, 25.80, and 14.43.
WORKUP
后处理
- temperatureThe resulting mixture was refluxed for 5 hours
- concentrationconcentrated in vacuo
- customMPLC purification (Hex:EtOAc/4:1) of the residue