HRID1513885
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
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
Dissolve trifluoromethanesulfonic acid 6-hydroxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester (9.00 g, 17.2 mmol) in THF (540 mL). Stir the solution at 0° C. under N2 and add benzyl alcohol (2.78 g, 25.8 mmol), polymer-PPh3 (8.60 g, 25.8 mmol) and DIAD (5.21 g, 25.8 mmol). Continue to stir the reaction mixture at room temperature for 2 hours. Add water (1000 mL), and extract the aqueous layer with CH2Cl2 (3×500 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash chromatography (silica gel, 0-4% MeOH—NH4OH (10/1, v/v)/CH2Cl2) to give 10.0 g (96%) of the title compound: mass spectrum (ion spray) m/z=614.1 (M+H).
WORKUP
后处理
- stirringContinue to stir the reaction mixture at room temperature for 2 hours
- extractionAdd water (1000 mL), and extract the aqueous layer with CH2Cl2 (3×500 mL)
- dry with materialCombine the organic layers and dry with Na2SO4
- filtrationfilter
- concentrationconcentrate
- custompurify by flash chromatography (silica gel, 0-4% MeOH—NH4OH (10/1