Aluminium lithium hydride → 2-{2-[3,4-Bis(hydroxymethyl)phenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanol

HRID 1682713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1682713
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][C:25]=1[C:26](OC)=[O:27])[O:8][CH2:9][CH:10]([NH:12][CH2:13][CH:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)[OH:15])[CH3:11])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:2][CH2:3][C:5]1[CH:6]=[C:7]([CH:23]=[CH:24][C:25]=1[CH2:26][OH:27])[O:8][CH2:9][CH:10]([NH:12][CH2:13][CH:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)[OH:15])[CH3:11]

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 218321612-{2-[3,4-Bis(methoxycarbonyl)phenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanol

Produkt 1

HCID 539618812-{2-[3,4-Bis(hydroxymethyl)phenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanolAusbeute 47,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Following a procedure similar to that described in Example 1, but using 2.53 g of 2-{2-[3,4-bis(methoxycarbonyl)phenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanol (prepared as described in Preparation 20), 0.91 g of lithium aluminum hydride and 100 ml of dry tetrahydrofuran, and then purifying the reaction product by column chromatography through silica gel, using a 5:1 by volume mixture of ethyl acetate and ethanol as the eluent, 1.04 g of the title compound were obtained having an Rf=0.37 (thin layer chromatography over silica gel, using a 5:1 by volume mixture of ethyl acetate and ethanol as the developing solvent).

Aufarbeitung

  1. custompurifying the reaction product by column chromatography through silica gel
  2. additionby volume mixture of ethyl acetate and ethanol as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-0f3e9ff5fd81471a9d84cf26376459ee
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05635534

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