Dimethyl Sulfoxide → Benzeneethanamine, N-phenyl-

HRID 487585

Reaktionsgleichung

Reaktionsgleichung von HRID 487585
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8](Br)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[C:10]1([CH2:9][CH2:8][NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 6115AnilineHCID 7666Phenethyl bromideHCID 11430Potassium Carbonate

Produkt 1

HCID 74443Benzeneethanamine, N-phenyl-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of aniline (9.1 ml, 100 mmol), phenethylbromide 18.5 g, 100 mmol), potassiumcarbonate (13.8 g, 100 mmol) and 50 ml dimethylsulfoxide is stirred at ambient temperature for 72 hours, and is diluted with 200 ml water. The mixture is extracted three times with diethylether and the combined organic phases is washed with water and brine and dried over magnesium sulphate. The solution is concentrated in vacuo and the crude product is subjected to a vacuum distillation yielding the title compound as a colourless oil dest. 120°-128° C./0.7 mbar.

Aufarbeitung

  1. extractionThe mixture is extracted three times with diethylether
  2. washthe combined organic phases is washed with water and brine
  3. dry with materialdried over magnesium sulphate
  4. concentrationThe solution is concentrated in vacuo
  5. distillationthe crude product is subjected to a vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-67c4a37d41c44531ba33590a77173983
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05296493

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