Homoveratrylamine → N-[2-(3,4-Dimethoxyphenyl)ethyl]-2-hydroxy-2-phenylacetamide

HRID 1739774

Reaktionsgleichung

Reaktionsgleichung von HRID 1739774
[C:1]([O:11]C)(=O)[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH2:23][CH2:24][NH2:25])[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]>>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH2:23][CH2:24][NH:25][C:1](=[O:11])[CH:2]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[OH:3])[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]

Komponenten

3

Edukt 2

HCID 8421HomoveratrylamineHCID 78066(+-)-Methyl mandelate

Produkt 1

HCID 596397N-[2-(3,4-Dimethoxyphenyl)ethyl]-2-hydroxy-2-phenylacetamide

Versuchsvorschrift

33.2 g (0.2 Mol) of methyl mandelate and 72 g (0.4 Mol) of 2-(3,4-dimethoxyphenyl)-ethylamine are heated to 160-165° C. under an N2 atmosphere with stirring, for 5 hours using a descending condenser (to remove the methanol released). The cooled residue is dissolved in 300 ml of ethyl acetate, washed twice with 100 ml of 2N HCl, once with saturated NaHCO3 solution and saturated NaCl solution, dried over MgSO4 and distilled off from the solvent.

Aufarbeitung

  1. customto remove the methanol
  2. dissolutionThe cooled residue is dissolved in 300 ml of ethyl acetate
  3. washwashed twice with 100 ml of 2N HCl, once with saturated NaHCO3 solution and saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. distillationdistilled off from the solvent

Quellen und Nachweise

ORD-Eintrag
ord-43a4cd48ba424318af7e7dc3a6f5d067
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05968948

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