N,N-dimethyl-2-(3-nitro-5-(trifluoromethyl)phenoxy)ethanamine → 3-[2-(Dimethylamino)ethoxy]-5-(trifluoromethyl)aniline

HRID 1994116Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1994116
[CH3:1][N:2]([CH3:19])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([N+:16]([O-])=O)[CH:7]=1>CCOC(C)=O.[Pd]>[CH3:1][N:2]([CH3:19])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=1)[NH2:16]

Komponenten

4

Edukt 1

HCID 66806497N,N-dimethyl-2-(3-nitro-5-(trifluoromethyl)phenoxy)ethanamine

Produkt 1

HCID 210495493-[2-(Dimethylamino)ethoxy]-5-(trifluoromethyl)anilineAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of N,N-dimethyl-2-[3-nitro-5-(trifluoromethyl)phenoxy]-ethanamine (490 mg, 1.61 mmol) and Pd/C (10 wt %, 49 mg) in EtOAc (15 mL) was stirred under an atmosphere of hydrogen until reaction complete was judged to be complete by LCMS. The mixture was filtered through Celite and rinsed with EtOAc. The filtrate was concentrated to yield the desired product as a brown solid (329 mg, 71%). LCMS: (FA) ES+ 275.2 (M+1).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. washrinsed with EtOAc
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-57d781bd7e914be0bf51f2125e2ab59e
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652041B2

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