Ethyl Bromide → 2-Ethoxy-1-methoxy-4-nitro-benzene

HRID 1162189Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1162189
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[OH:12].C([O-])([O-])=O.[K+].[K+].[CH2:19](Br)[CH3:20]>CN(C=O)C.CCOC(C)=O>[CH2:19]([O:12][C:4]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[CH3:20]

Komponenten

6

Edukt 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 694712-Methoxy-5-nitrophenol

Produkt 1

HCID 117901432-Ethoxy-1-methoxy-4-nitro-benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

2-methoxy-5-nitro-phenol (508 mg, 3 mmoles) was dissolved in DMF (20 mL) under nitrogen atmosphere. K2CO3 (900 mg, 6.5 mmoles), KI (490 mg, 2.95 mmol) and ethyl bromide (0.250 mL, 3.3 mmoles) were added, and the suspension was heated to 40° C. for 28 hours. The mixture was diluted with AcOEt (60 mL) and extracted with 1N NaOH (40 mL) and water (40 mL). The organic layer was dried over Na2SO4 and evaporated to dryness. The crude was employed in the next step without purification.

Aufarbeitung

  1. extractionextracted with 1N NaOH (40 mL) and water (40 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. customevaporated to dryness
  4. customThe crude was employed in the next step without purification

Quellen und Nachweise

ORD-Eintrag
ord-5b71ee367d584600828d1754b4ae04ae
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820698B2

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