反应 #725899

ord-784271a49b2f4edb845d3d3c461068ce

反应方程式

Nc1ccc(O)cc1
4-aminophenol
O=C([O-])O.[Na+]
sodium bicarbonate
O=C(Cl)COCc1ccccc1
benzyloxy acetyl chloride
O=C(COCc1ccccc1)Nc1ccc(O)cc1
26
收率 48.9%
O=C(COCc1ccccc1)Nc1ccc(O)cc1
2-Benzyloxy-N-(4-hydroxy-phenyl)-acetamide
收率 48.9%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The solids were filtered off
  2. 2
    workup.ADDITIONcold water (500 ml) was added
  3. 3
    萃取Crude 26 was extracted into chloroform
  4. 4
    洗涤washed with 5% sodium bicarbonate solution (2×100 ml), water (2×100 ml)
  5. 5
    干燥dried over sodium sulphate
  6. 6
    workup.DISTILLATIONdistilled
  7. 7
    其他The crude 26 was purified by column chromatography on silica gel

实验过程

To mixture of 4-aminophenol (20 g, 183.2 mmol) and sodium bicarbonate (17 grams, 202 mmol) in acetone (150 ml) at 0° C. was added benzyloxy acetyl chloride (40 g, 216.8 mmol) drop wise, followed by stirring at room temperature for 20 hours. The solids were filtered off, and cold water (500 ml) was added. Crude 26 was extracted into chloroform, washed with 5% sodium bicarbonate solution (2×100 ml), water (2×100 ml), dried over sodium sulphate and distilled. The crude 26 was purified by column chromatography on silica gel using chloroform as eluant to get pure 26 (23 g, 48.9%) as a light orange syrup.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07691364B2uspto-grants-2010_04