Acrylonitrile → 3-(4-Methoxyphenoxy)propanenitrile

HRID 487907

Reaktionsgleichung

Reaktionsgleichung von HRID 487907
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[OH-].[K+].[C:12](#[N:15])[CH:13]=[CH2:14]>C(O)(C)(C)C.CCOCC>[C:12]([CH2:13][CH2:14][O:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)#[N:15]

Komponenten

6

Edukt 3

HCID 7855AcrylonitrileHCID 90154-MethoxyphenolHCID 14797Potassium Hydroxide

Produkt 1

HCID 1142473-(4-Methoxyphenoxy)propanenitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6386tert-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

4-Methoxyphenol (248 g), KOH (5.6 g) and acrylonitrile (397 ml) were dissolved in 1 liter of t-butanol and heated with stirring at 75° C. for 5 hours. The mixture was then cooled to room temperature and stripped in vacuo to solid residue, which was repulped in ether and insolubles recovered by filtration. The latter were taken up in 2 liters of ethyl acetate, washed in sequence with 1 liter each of H2O, saturated NaHCO3 and saturated NaCl, dried over MgSO4 and restripped to yield purified title product, 199.4 g, mp 62°-64° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureThe mixture was then cooled to room temperature
  3. filtrationinsolubles recovered by filtration
  4. washwashed in sequence with 1 liter each of H2O, saturated NaHCO3 and saturated NaCl
  5. dry with materialdried over MgSO4
  6. customto yield
  7. custompurified title product, 199.4 g, mp 62°-64° C.

Quellen und Nachweise

ORD-Eintrag
ord-32ee9ce6a1d44e78ae2feeec8971fc5b
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298512

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