反应 #725887

ord-034d4d086e5c4ec694ca59999af611f7

反应方程式

CC(=O)Nc1ccc(O)cc1
Paracetamol
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)CBr
ethyl bromoacetate
CCOC(=O)COc1ccc(NC(C)=O)cc1
13
收率 80.1%
CCOC(=O)COc1ccc(NC(C)=O)cc1
(4-Acetylamino-phenoxy)-acetic acid ethyl ester
收率 80.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度refluxed for 16 hours
  2. 2
    workup.DISTILLATIONAcetone was distilled off
  3. 3
    workup.ADDITIONwater (5 liter) was added
  4. 4
    过滤Crude 13 was filtered
  5. 5
    其他dried
  6. 6
    其他recrystallised from a mixture of toluene:hexane (1:5)

实验过程

To a mixture of Paracetamol (300 g, 1.984 mol), and anhydrous K2CO3 (1.80 Kg, 7.814 mmol) in anhydrous acetone (3 liters) was added ethyl bromoacetate (452 gr, 2.7 mol) and refluxed for 16 hours. Acetone was distilled off and water (5 liter) was added. Crude 13 was filtered, dried and recrystallised from a mixture of toluene:hexane (1:5) to give pure 13 (377 g, 80%) as a white shining powder. The melting point was found to be 104.2-106.2° C.

来源

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