2-(2-Chloro-5-nitro-phenoxymethyl)-tetrahydrofuran → 4-Chloro-3-((tetrahydrofuran-2-yl)methoxy)benzenamine

HRID 491605Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 491605
[Cl:1][C:2]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:3]=1[O:4][CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][O:7]1>CCOC(C)=O.[Pd]>[Cl:1][C:2]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:3]=1[O:4][CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][O:7]1

Komponenten

4

Edukt 1

HCID 690160502-(2-Chloro-5-nitro-phenoxymethyl)-tetrahydrofuran

Produkt 1

HCID 640085904-Chloro-3-((tetrahydrofuran-2-yl)methoxy)benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 2-(2-chloro-5-nitro-phenoxymethyl)-tetrahydrofuran (0.45 g, 1.75 mmol) in EtOAc (10 mL) was degassed with argon then charged with 10% by weight Pd/C (0.4 g). The mixture was stirred for 7 h under an H2 atmosphere, filtered through Celite® and concentrated in vacuo. A mixture contained the title compound along with starting material in a 7:3 ratio. MS: (MH+)=227.1; Calc'd 227.69 for C11H15ClNO2.

Aufarbeitung

  1. filtrationfiltered through Celite®
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1c7225cdc2fe47c689dbb9e3bb017bbd
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531553B2

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