Water → 4-[4-(Aminomethyl)phenyl]phenol

HRID 493470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 493470
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[K+]>C1COCC1>[NH2:15][CH2:14][C:11]1[CH:10]=[CH:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=2)=[CH:13][CH:12]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14797Potassium HydroxideHCID 1406104'-Hydroxy-4-biphenylcarbonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 162278894-[4-(Aminomethyl)phenyl]phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

4′-Hydroxy-biphenyl-4-carbonitrile (10.00 g, 51.2 mmol) in 150 mL of anhydrous THF was added under nitrogen dropwise over 30 minutes to a suspension of LAH (2.91 g, 76.7 mmol) in 200 mL of anhydrous THF at room temperature. After the addition the reaction was refluxed for 20 h (overnight). In the following order 2.91 mL of water, 2.91 mL of 15% KOH and 8.73 mL of water were added dropwise. The reaction was stirred for 30 minutes at room temperature. The solid was removed by filtration and dried under reduced pressure to give a yellow solid which was used in the next step without additional purification.

Aufarbeitung

  1. additionAfter the addition the reaction
  2. temperaturewas refluxed for 20 h (overnight)
  3. customThe solid was removed by filtration
  4. customdried under reduced pressure
  5. customto give a yellow solid which
  6. customwas used in the next step without additional purification

Quellen und Nachweise

ORD-Eintrag
ord-64c0b4c6376a40d98a50ab2ae3eb2a7e
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534894B2

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