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

HRID 1731573

Reaktionsgleichung

Reaktionsgleichung von HRID 1731573
[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]([F: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]([F:23])[CH:18]=2)[CH3:11])=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 358002-Amino-1-(3-fluorophenyl)ethan-1-olHCID 4311764Sodium borohydride

Produkt 1

HCID 20227980N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-fluorophenyl)ethanamine

Versuchsvorschrift

1-(4-Methoxyphenyl)propan-2-one (2.25 g) and 2-hydroxy-2-(3-fluorophenyl)ethanamine (2.13 g) were condensed ahd subsequently reduced with sodium borohydride (2.75 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-fluorophenyl)ethanamine, mp 85°-9° C., as a 37:63 mixture of diastereoisomers.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-2b38915ea92c4bc7bb59a6862849825d
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04622342

Verknüpfte Notizen

Wird geladen…