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Dimethylamine → 3-Dimethylamino-1-[2-(4-phenylbutyl)phenoxy]-2-propanol

HRID 743171
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 743171
[CH3:1][NH:2][CH3:3].[C:4]1([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:24]=[CH:23][CH:22]=[CH:21][C:15]=2[O:16][CH2:17][CH:18]2[CH2:20][O:19]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH3:1][N:2]([CH3:3])[CH2:20][CH:18]([OH:19])[CH2:17][O:16][C:15]1[CH:21]=[CH:22][CH:23]=[CH:24][C:14]=1[CH2:13][CH2:12][CH2:11][CH2:10][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 104931782-[2-(4-Phenylbutyl)phenoxymethyl]oxirane

Produkt 1

HCID 107612473-Dimethylamino-1-[2-(4-phenylbutyl)phenoxy]-2-propanolAusbeute 90,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

30 ml of 50% by volume aqueous dimethylamine were added to a solution of 19.68 g of 2-[2-(4-phenylbutyl)phenoxymethyl]oxirane [prepared as described in step (a) above] in 300 ml of tetrahydrofuran, and the resulting mixture was stirred at room temperature overnight. At the end of this time, the solvent was removed by distillation under reduced pressure, and the pale yellow oily residue was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 20.6 g (yield 90.4%) of the title compound as a colorless oil.

Aufarbeitung

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. customthe pale yellow oily residue was purified by column chromatography through silica gel
  3. additionby volume mixture of methylene chloride and methanol as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-2e8da2c126b84c2ba67ebe76cebcfb4c
Quelldatensatz
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05556864

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