Benzyl Chloride → 4-Benzyloxy-3-methoxy-benzonitrile

HRID 1072412Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072412
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].C([O-])([O-])=O.[K+].[K+].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 781354-Hydroxy-3-methoxybenzonitrile

Produkt 1

HCID 7937714-Benzyloxy-3-methoxy-benzonitrileAusbeute 88,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To 4-hydroxy-3-methoxybenzonitrile (20.0 g, 134 mmol) in acetone (200 ml) were added K2CO3 (55.6 g, 402 mmol) and benzyl chloride (23.2 ml, 201 mmol). The resulting reaction mixture was refluxed overnight. After cooling to room temperature, acetone was removed by evaporation under reduced pressure and the residue was recrystallized to obtain 4-benzyloxy-3-methoxy-benzonitrile(28.5 g, 88%). Then, according to the similar procedure of Example 1, 7-(4-Benzyloxy-3-methoxy-phenyl)-5-ethylsulfanyl-imidazo[1,2-c]pyrimidine was prepared.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed overnight
  3. customacetone was removed by evaporation under reduced pressure
  4. customthe residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-3a7adb79b0ed4d3c9ff73eb4e56fd08e
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911443B2

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