5-(4-Fluorophenoxy)furan-2-carbaldehyde → C-(5-(4-Fluoro-phenoxy)-furan-2-yl)methylamine

HRID 2080148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2080148
[F:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[O:11][C:10]([CH:12]=O)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[NH3:16].CO>[Ni]>[F:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[O:11][C:10]([CH2:12][NH2:16])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 110419065-(4-Fluorophenoxy)furan-2-carbaldehydeHCID 21705897Ammonia methanol

Produkt 1

HCID 23130578C-(5-(4-Fluoro-phenoxy)-furan-2-yl)methylamineAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 935NickelKatalysator

Versuchsvorschrift

A suspension of 5-(4-fluoro-phenoxy)-furan-2-carbaldehyde described in Preparation Example 168 (4.3 g, 20.9 mmol), Raney nickel (1.5 g) and 7N ammonia-methanol solution (40 mL) was stirred at room temperature for 15 hours under hydrogen atmosphere (1 atm). The reaction solution was filtered through Celite pad to remove the catalyst, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, filtered by NH silica gel lined over a glass filter, and then, this filtrate was concentrated to obtain the title compound (3.5 g, 16.9 mmol, 81%).

Aufarbeitung

  1. filtrationThe reaction solution was filtered through Celite pad
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. filtrationfiltered by NH silica gel
  6. filtrationfilter
  7. concentrationthis filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-66a6a9f67f6d401a9c54654d1ef625cb
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932272B2

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