反应 #417962

ord-921698ba76d749c299f86a2e8fcd58df

反应方程式

CCCCc1ccc(NC(C)=O)cc1OCCOc1ccccc1
N-(4-Butyl-3-(2-phenoxyethoxy)phenyl)acetamide
[K+].[OH-]
KOH
CCCCc1ccc(N)cc1OCCOc1ccccc1
title compound
收率 80.0%
CCCCc1ccc(N)cc1OCCOc1ccccc1
4-butyl-3-(2-phenoxyethoxy)aniline
收率 80.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to reflux for 18 hrs
  2. 2
    洗涤The organic layer was washed with water (×2)
  3. 3
    干燥dried over sodium sulfate
  4. 4
    其他The crude compound was purified further via flash chromatography with hexane:ethyl acetate (1:1)

实验过程

N-(4-Butyl-3-(2-phenoxyethoxy)phenyl)acetamide (132 g, 0.41 mol) was dissolved in ethanol (897 mL) and water (104 mL). KOH (312 g, 5.57 mol) was added at 0° C. and the solution was allowed to reflux for 18 hrs. Upon completion the reaction was cooled to room temperature and diluted with 2 L of water and 2 L of DCM. The organic layer was washed with water (×2) and dried over sodium sulfate. The crude compound was purified further via flash chromatography with hexane:ethyl acetate (1:1) to obtain the title compound in 80% yield (92 g) as a pink solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877752B2uspto-grants-2014_11