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p-Fluoronitrobenzene → 1-Ethoxy-3-(4-nitrophenoxy)benzene

HRID 1505300
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1505300
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)[CH3:2].F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=1)[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 693063-Ethoxyphenol

Produkt 1

HCID 672349961-Ethoxy-3-(4-nitrophenoxy)benzeneAusbeute 170,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

The two reactions were performed in parallel. Two microwave vials were set up in parallel. In a large 30 mL microwave vial, 3-(ethyloxy)phenol (2 times 1.25 g, 9.045 mmol) was dissolved in 6 mL of dimethylformamide. 1-Fluoro-4-nitrobenzene (2 times 1.28 g, 9.045 mmol) and potassium carbonate (2 times 3.75 g, 27.15 mmol) were added. The reaction mixture was heated under microwave irradiation during 1 hour at 120° C. The combined reaction mixtures were filtered. The filtrated solid was washed with dichloromethane. The volatiles were evaporated under vacuum. Some dichloromethane and brine were added to this crude. The compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times). The combined organic phases were dried over sodium sulphate. This afforded the title compound (4 g).

Aufarbeitung

  1. customThe combined reaction mixtures
  2. filtrationwere filtered
  3. washThe filtrated solid was washed with dichloromethane
  4. customThe volatiles were evaporated under vacuum
  5. additionSome dichloromethane and brine were added to this crude
  6. extractionThe compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times)
  7. dry with materialThe combined organic phases were dried over sodium sulphate

Quellen und Nachweise

ORD-Eintrag
ord-e158d4b0858144d4a86ffad0593b0eed
Quelldatensatz
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09216967B2

Notizen zur Reaktion

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