반응 #417962

ord-921698ba76d749c299f86a2e8fcd58df

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도to reflux for 18 hrs
  2. 2
    세척The organic layer was washed with water (×2)
  3. 3
    건조dried over sodium sulfate
  4. 4
    기타The crude compound was purified further via flash chromatography with hexane:ethyl acetate (1:1)

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877752B2uspto-grants-2014_11