HRID357303

反应详情

EQUATION

反应方程式

HRID 357303 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

(S)-[3-(N,N-Dibenzylamino)-2-hydroxypropoxy]-2-amino-3-nitrobenzene (10.6 g, 26.0 mmol) was suspended in 1 L of 2:1 ethanol/water at ambient temperature and treated with excesses of sodium bicarbonate (26.22 g, 0.31 mol) and sodium hydrosulfite (54.34 g, 0.31 mol). The orange reaction mixture slowly became colorless over 1 hour, and the mixture was left to stir at ambient temperature for 16 hours. The suspension was filtered, and the filtrate concentrated in vacuo to a leave a white solid. This residue was partitioned between chloroform and water, and the organic layer washed twice with brine. The combined organic extracts were concentrated in vacuo to give 8.8 g of a brown oil. The compound was recrystallized rapidly from toluene to give 7.96 g (81%) of pale brown needles. NMR.

WORKUP

后处理

  1. waitthe mixture was left
  2. filtrationThe suspension was filtered
  3. concentrationthe filtrate concentrated in vacuo to
  4. customa leave a white solid
  5. customThis residue was partitioned between chloroform and water
  6. washthe organic layer washed twice with brine
  7. concentrationThe combined organic extracts were concentrated in vacuo