تفاعل #350563

ord-e7557914f99c40acbe835f6180c02ff1

معادلة التفاعل

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

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةat reflux for 17 h
  3. 3
    درجة الحرارةThe reaction mixture was cooled
  4. 4
    ترشيحfiltered
  5. 5
    أخرىThe filtrate was evaporated to dryness under reduced pressure

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05643855uspto-grants-1997_07