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
Combine 2-(2-(5-hydroxy-1-triisopropylsilanyl-1H-indol-3-yl)ethyl)isoindole-1,3-dione (0.7 g, 1.5 mmol), cesium carbonate (1 g, 3 mmol) and 1-iodopropane (0.4 g, 2.3 mmol) in DMF (25 mL) and stir at ambient temperature overnight. Pour the reaction mixture into 50% EtOAc in hexanes and wash three times with brine. Dry the organic layer over MgSO4 and concentrate under vacuum to give an oil. Chromatograph the oil on silica gel eluting with 5% EtOAc in hexanes to give the title compound: ISMS 505 (M+1); 1H NMR (CDCl3) 7.80–7.78 (m, 2H), 7.67–7.65 (m, 2H), 7.30–7.27 (d, 1H), 7.12–7.11 (d, 1H), 7.02 (s, 1H), 6.77–6.74 (m, 1H), 4.01–3.96 (m, 4H), 3.12–3.08 (m; 2H), 1.86–1.81 (m 2H), 1.64–1.57 (m, 3H), 1.08–1.04 (m, 21H).
WORKUP
后处理
- washwash three times with brine
- dry with materialDry the organic layer over MgSO4
- concentrationconcentrate under vacuum
- customto give an oil