Water → 1,2-Diphenylethyl-N-methylamine

HRID 1769824

Reaktionsgleichung

Reaktionsgleichung von HRID 1769824
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([NH:12][CH:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(OCC)=O.O.[OH-].[Na+]>O1CCCC1>[CH3:7][NH:12][CH:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 234956Ethyl (1,2-diphenylethyl)carbamateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 1109861,2-Diphenylethyl-N-methylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of lithium aluminum hydride (12.4 g, 0.032 mol) in 300 ml of tetrahydrofuran at 0 C. under nitrogen was added dropwise a solution of N-carboethoxy-1,2-diphenylethylamine (35.0 g, 0.13 mmol) in 200 ml of tetrahydrofuran. The mixture was heated to reflux for 8 hours. The mixture was cooled in an ice-water bath and water (13 ml), 15% NaOH (13 ml) and water (39 ml) were carefully added to the mixture. The mixture was warmed to ambient temperature and the precipitated salts were removed by filtration through celite. Removal of solvent gave N-methyl-1,2-diphenylethylamine, 26.8 g as a colorless oil.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 8 hours
  3. temperatureThe mixture was cooled in an ice-water bath
  4. customthe precipitated salts were removed by filtration through celite
  5. customRemoval of solvent

Quellen und Nachweise

ORD-Eintrag
ord-2d9c928fa747469485ee53b9057e0637
Quelldatensatz
uspto-grants-1995_01
Patentnummer
US05382683

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