HRID1513885

反应详情

EQUATION

反应方程式

HRID 1513885 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

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

  1. stirringContinue to stir the reaction mixture at room temperature for 2 hours
  2. extractionAdd water (1000 mL), and extract the aqueous layer with CH2Cl2 (3×500 mL)
  3. dry with materialCombine the organic layers and dry with Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate
  6. custompurify by flash chromatography (silica gel, 0-4% MeOH—NH4OH (10/1