反应 #155310

ord-531862ea724b4025a6820c232ec276a5

反应方程式

CCCOc1cc2ccccc2cc1NC(C)=O
N-(3-Propoxynaphthalen-2-yl)acetamide
Cl
hydrochloric acid
[Na+].[OH-]
sodium hydroxide
CCCOc1cc2ccccc2cc1N
3-propoxynaphthalen-2-ylamine
收率 100.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度while heating
  2. 2
    温度under reflux
  3. 3
    萃取followed by extraction
  4. 4
    浓缩The thus-obtained organic layer was concentrated to dryness under reduced pressure
  5. 5
    其他the residue was then purified
  6. 6
    浓缩The purified product was concentrated to dryness under reduced pressure

实验过程

N-(3-Propoxynaphthalen-2-yl)acetamide (2.5 g, 10.2 mmol) was dissolved in ethanol (10 ml). Concentrated hydrochloric acid (5.2 ml) was added thereto, and the resulting mixture was stirred for 4 hours while heating under reflux. The reaction mixture was cooled to room temperature, and a 5N aqueous sodium hydroxide solution (12.5 ml) was added thereto to adjust its pH to 11, followed by extraction using dichloromethane. The thus-obtained organic layer was concentrated to dryness under reduced pressure, and the residue was then purified using silica gel column chromatography (dichloromethane). The purified product was concentrated to dryness under reduced pressure, giving a white powder of 3-propoxynaphthalen-2-ylamine (2.05 g, yield: 100%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045108E1uspto-grants-2014_09