Sodium Hydroxide → [2-(2-Aminoethyl)phenyl]methanol

HRID 1156886Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156886
[C:1]([CH2:3][C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6](OC)=[O:7])#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+]>CCOCC.O>[NH2:2][CH2:1][CH2:3][C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[CH2:6][OH:7]

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 588805Methyl 2-(cyanomethyl)benzoateHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 12832783[2-(2-Aminoethyl)phenyl]methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

One hundred and fifty (150) grams of methyl 2-cyanomethylbenzoate ("Yakugaku Zasshi", Vol. 86, p. 544, 1966) was added dropwise to a suspension of 60 g of lithium aluminum hydride and 211 g of aluminium chloride in ether while maintaining the suspension at -20° C. The mixture was stirred at room temperature for 5 hours, and the aluminum complex was decomposed with 520 ml of a 10 N aqueous solution of sodium hydroxide and 140 ml of water. The residue was extracted with tetrahydrofuran, dried, and distilled under reduced pressure to afford 45 g of 1-amino-2-(2-hydroxymethylphenyl)ethane as a colorless oil having a boiling point of 125° C./0.5 mmHg.

Aufarbeitung

  1. extractionThe residue was extracted with tetrahydrofuran
  2. customdried
  3. distillationdistilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-626a37e022ac44eeab4aaaea8098064e
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04337256

Notizen zur Reaktion

Wird geladen…