1-(4-isopropoxyphenyl)propan-2-one → HCID 20227985, Verbindung

HRID 1731575Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731575
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[OH:15][CH:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=1)[CH2:17][NH2:18].[BH4-].[Na+]>CCCCCC>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([NH:18][CH2:17][CH:16]([OH:15])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[CH3:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 9193321-(4-isopropoxyphenyl)propan-2-oneHCID 37516012-Amino-1-(3-chlorophenyl)ethan-1-olHCID 4311764Sodium borohydride

Produkt 1

HCID 20227985HCID 20227985, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

1-(4-Isopropoxyphenyl)propan-2-one (1.92 g) and 2-hydroxy-2-(3-chlorophenyl)ethanamine (1.71 g) were condensed and subsequently reduced with sodium borohydride (2.00 g) by an analogous procedure to that described in Example 1. Chromatography of the crude product on silica gel using 1% methanol-dichloromethane as eluent gave N-[2-(4-isopropoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine, mp 58°-61° C. (hexane) as a 42:58 mixture of diastereoisomers.

Aufarbeitung

  1. customcondensed

Quellen und Nachweise

ORD-Eintrag
ord-37a958ad7a114563b13d902f875dd658
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04622342

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