Stannous Chloride → 2-(Benzyloxy)-4-fluoroaniline

HRID 660827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660827
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[N+:16]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[Sn]Cl>CCO>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[NH2:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 24479Stannous ChlorideHCID 110969082-(Benzyloxy)-4-fluoro-1-nitrobenzene

Produkt 1

HCID 167713362-(Benzyloxy)-4-fluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-benzyloxy-4-fluoro-1-nitrobenzene (2.4 g, 10 mmol) in EtOH (20 mL) is added SnCl2 (9.45 g, 50 mmol) and the suspension is stirred at RT overnight. The solvent is removed under reduced pressure and the residue is adjusted to pH >8. The aqueous layer is extracted with EtOAc and the combined organic layers are washed with water and brine, then dried over MgSO4 and filtered. The solvent is removed under reduced pressure to give the product as a red oil.

Aufarbeitung

  1. customThe solvent is removed under reduced pressure
  2. extractionThe aqueous layer is extracted with EtOAc
  3. washthe combined organic layers are washed with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-75440715f8304066b8180cb26d54d7b4
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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