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3-Aminophenol → 3-Ethoxymethoxyphenylamine

HRID 1792732
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1792732
[H-].[Na+].[NH2:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1.[CH2:11]([O:13][CH2:14]Cl)[CH3:12]>C(#N)C>[CH2:11]([O:13][CH2:14][O:10][C:6]1[CH:5]=[C:4]([NH2:3])[CH:9]=[CH:8][CH:7]=1)[CH3:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 115683-AminophenolHCID 18523Chloromethyl ethyl etherHCID 24758Sodium hydride

Produkt 1

HCID 120677493-Ethoxymethoxyphenylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A dispersion of 12 g (274.9 mmol) of sodium hydride (55% in oil) was added portionwise at 0° C. to a solution of 20.0 g (183.3 mmol) of 3-aminophenol in 450 mL of dried acetonitrile. The mixture was then allowed to agitate at 0° C. for 3 hours. A solution of 25 g (210.8 mmol) of chloromethyl ethyl ether in 30 mL of acetonitrile was added dropwise, and the mixture was allowed to agitate overnight at room temperature. The reaction mixture was then filtered and the filter cake was washed with a small amount of acetone. The combined filtrates were evaporated. This gave 32.3 g of 3-ethoxymethoxyphenylamine. The resulting crude product was used in the next step without further purification.

Aufarbeitung

  1. stirringto agitate overnight at room temperature
  2. filtrationThe reaction mixture was then filtered
  3. washthe filter cake was washed with a small amount of acetone
  4. customThe combined filtrates were evaporated
  5. customThe resulting crude product was used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-16738fd4d2a14dc786bb52e64ff9fd58
Quelldatensatz
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07077872B2

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