반응 #350563

ord-e7557914f99c40acbe835f6180c02ff1

반응 방정식

Nc1cc(O)c(Cl)cc1F
5-amino-2-chloro-4-fluorophenol
CC(C)Br
2-bromopropane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)Oc1cc(N)c(F)cc1Cl
title compound
수율 62.0%
CC(C)Oc1cc(N)c(F)cc1Cl
4-Chloro-2-fluoro-5-(1 -methylethoxy)aniline
수율 62.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    온도at reflux for 17 h
  3. 3
    온도The reaction mixture was cooled
  4. 4
    여과filtered
  5. 5
    기타The filtrate was evaporated to dryness under reduced pressure

실험 절차

A stirring mixture of 5-amino-2-chloro-4-fluorophenol (22.0 g, 136.19 mmol), 2-bromopropane (38.4 mL, 50.25 g, 408.57 mmol) and potassium carbonate (37.6 g, 273.0 mmol) was heated at reflux for 17 h. The reaction mixture was cooled and filtered. The filtrate was evaporated to dryness under reduced pressure. Flash chromatography yielded the title compound of Step A as a brown oil (17.2 g). 1H NMR (CDCl3): δ7.02 (d, 1H), 6.44 (d, 1H) 4.38 (q, 1H), 3.81 (br s,2H), 1.33 (d,6H). IR (cm-1): 3378.4, 3475.6.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05643855uspto-grants-1997_07