HRID563541

反应详情

EQUATION

反应方程式

HRID 563541 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a solution of {2′-[(benzyloxycarbonyl-ethyl-amino)-methyl]-6-methoxy-4′-nitro-biphenyl-3-yl}-acetic acid ethyl ester (0.70 g, 1.75 mmol) in EtOH (70 mL) was added tin (II) chloride (1.97 g, 8.75 mmol). The reaction was heated to reflux for 5 h, and then the mixture was acidified to pH 1 with concentrated HCl and diluted with EtOAc. The resulting biphasic mixture was filtered through Celite, and the organic layer was separated. The aqueous layer was neutralized to pH 7 with solid NaOH and extracted with EtOAc. The combined organic extracts were dried and filtered, and the residue was purified by silica gel chromatography to give the title compound.

WORKUP

后处理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 h
  3. filtrationThe resulting biphasic mixture was filtered through Celite
  4. customthe organic layer was separated
  5. extractionextracted with EtOAc
  6. customThe combined organic extracts were dried
  7. filtrationfiltered
  8. customthe residue was purified by silica gel chromatography