1-(p-Methoxyphenyl)-2-propanone → N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-bromophenyl)ethanamine

HRID 1731574Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731574
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=O)[CH3:11])=[CH:5][CH:4]=1.[OH:13][CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Br:23])[CH:18]=1)[CH2:15][NH2:16].[BH4-].[Na+]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:16][CH2:15][CH:14]([OH:13])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Br:23])[CH:18]=2)[CH3:11])=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 4311764Sodium borohydrideHCID 220210672-Amino-1-(3-bromophenyl)ethan-1-ol

Produkt 1

HCID 20227986N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-bromophenyl)ethanamine

Versuchsvorschrift

1-(4-Methoxyphenyl)propan-2-one (3.10 g) and 2-hydroxy-2-(3-bromophenyl)ethanamine (4.08 g) were condensed and subsequently reduced with sodium borohydride (3.8 g) by an analogous procedure to that described in Example 1. The crude product was recrystallised from diethyl ether-hexane to give N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-bromophenyl)ethanamine, mp 79°-83° C., as a 47:53 mixture of diastereoisomers.

Aufarbeitung

  1. customcondensed
  2. customThe crude product was recrystallised from diethyl ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-994e83e9ad374ade8f510e3175305381
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04622342

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