3-Ethoxy-4-methoxybenzonitrile → (3-Ethoxy-4-methoxyphenyl)methanamine

HRID 1934726

Reaktionsgleichung

Reaktionsgleichung von HRID 1934726
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:13]#[N:14])[CH3:8].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>O1CCCC1.C(OCC)(=O)C>[CH2:7]([O:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[CH2:13][NH2:14])[CH3:8]

Komponenten

6

Edukt 3

HCID 39347693-Ethoxy-4-methoxybenzonitrileHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 6486613(3-Ethoxy-4-methoxyphenyl)methanamineAusbeute 100,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a suspension of lithium aluminum hydride (1.17 g) in anhydrous tetrahydrofuran (15 mL) was added a solution of 3-ethoxy-4-methoxybenzonitrile (2.73 g) in tetrahydrofuran (15 mL). The mixture was stirred for an hour under water cooling and then for an hour at ambient temperature. Potassium sodium (+)-tartrate aqueous solution was added to the mixture under ice-water cooling. The mixture was diluted with ethyl acetate and the insolubles were filtered off. After evaporation of the filtrate, ethyl acetate was added. The solution was dried over magnesium sulfate and evaporated in vacuo to give 3-ethoxy-4-methoxybenzylamine as yellow oil (2.81 g).

Aufarbeitung

  1. waitfor an hour at ambient temperature
  2. filtrationthe insolubles were filtered off
  3. customAfter evaporation of the filtrate, ethyl acetate
  4. additionwas added
  5. dry with materialThe solution was dried over magnesium sulfate
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bd12492f2f9442299de08c06bcf8f529
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06384080B1

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