2-Nitrophenol → Benzyl 2-nitrophenyl ether

HRID 54521

Reaktionsgleichung

Reaktionsgleichung von HRID 54521
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:11]([O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 69472-NitrophenolHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

Produkt 1

HCID 736266Benzyl 2-nitrophenyl ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A stirred mixture of 2-nitrophenol (13.9 g, 0.10 mol), benzyl bromide (12.0 ml, 0.10 mol) and anhydrous potassium carbonate (30 g, 0.22 mol) in acetone (200 ml) is heated under reflux for 16 hours, cooled, poured onto ice-dilute hydrochloric acid, and extracted with dichloromethane. The extract is dried and evaporated and the residue is crystallized from ether-hexane as pale crystals, m.p. <50° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. temperaturecooled
  4. additionpoured onto ice-dilute hydrochloric acid
  5. extractionextracted with dichloromethane
  6. customThe extract is dried
  7. customevaporated
  8. customthe residue is crystallized from ether-hexane as pale crystals, m.p. <50° C.

Quellen und Nachweise

ORD-Eintrag
ord-e44dbfde469446e78ff3839f598915a5
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622969

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