反応 #350563

ord-e7557914f99c40acbe835f6180c02ff1

反応方程式

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
収率 62.0%
CC(C)Oc1cc(N)c(F)cc1Cl
4-Chloro-2-fluoro-5-(1 -methylethoxy)aniline
収率 62.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated
  2. 2
    温度at reflux for 17 h
  3. 3
    温度The reaction mixture was cooled
  4. 4
    ろ過filtered
  5. 5
    その他The filtrate was evaporated to dryness under reduced pressure

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05643855uspto-grants-1997_07