Ammonia → (4-(2-(Azepan-1-yl)ethoxy)phenyl)methanol

HRID 1949990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1949990
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][N:14]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][CH:6]=1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].N>O1CCCC1>[N:14]1([CH2:13][CH2:12][O:11][C:8]2[CH:7]=[CH:6][C:5]([CH2:4][OH:3])=[CH:10][CH:9]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 21226445Aluminium lithium hydrideHCID 66625442HCID 66625442, Verbindung

Produkt 1

HCID 9816367(4-(2-(Azepan-1-yl)ethoxy)phenyl)methanolAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 4-(2-azepan-1-ylethoxy)benzoic acid ethyl ester (6.0 g) in tetrahydrofuran (60 ml) was added lithium aluminum hydride (1.5 g) under a nitrogen atmosphere, the solution was stirred overnight at room temperature, tetrahydrofuran and aqueous ammonia were then sequentially added thereto on an ice bath, the solution was filtered through celite pad, the solvent was evaporated in vacuo to provide [4-(2-azepan-1-ylethoxy)phenyl]methanol (3.6 g). The title compound (194 mg) was obtained according to an analogous synthetic method to Preparation Example 13 using the above compound (200 mg).

Aufarbeitung

  1. filtrationon an ice bath, the solution was filtered through celite pad
  2. customthe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b67cf45bd51c49bd9276c0539e728d4a
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399520B2

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