HRID1820116

反应详情

EQUATION

反应方程式

HRID 1820116 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

Zinc dust (30 g) was added in portions over 10 minutes to N-(2,6-dimethyl-4-nitro-phenyl)-acetamide (5.09 g) in tetrahydrofuran (200 mL) and acetic acid (60 mL) cooled to 0° C. The reaction mixture was filtered after 30 minutes through silica-(50 g), which was washed with methanol/ethyl acetate (20:80, 100 mL). The organic phase was washed with saturated aqueous sodium bicarbonate (100 mL) and treated with heptane until the title compound precipitated, which was collected, washed with heptane and dried in vacuo to furnish 1.20 g (28% yield) of the title compound as a pale red solid. 1H NMR (500 MHz, DMSO-d6): 1.95 (s, 3H), 1.96 (s, 6H), 4.82 (s, 2H), 6.23 (s, 2H), 8.79 (s, 1H).

WORKUP

后处理

  1. filtrationThe reaction mixture was filtered after 30 minutes through silica-(50 g), which
  2. washwas washed with methanol/ethyl acetate (20:80, 100 mL)
  3. washThe organic phase was washed with saturated aqueous sodium bicarbonate (100 mL)
  4. additiontreated with heptane until the title compound
  5. customprecipitated
  6. customwhich was collected
  7. washwashed with heptane
  8. customdried in vacuo