1-Fluoro-2,3-dimethoxy-5-nitrobenzene → 3-Fluoro-4,5-dimethoxyaniline

HRID 525932Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 525932
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([O:11][CH3:12])[C:3]=1[O:13][CH3:14]>C(O)C.[Pt](=O)=O>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([O:11][CH3:12])[C:3]=1[O:13][CH3:14])[NH2:8]

Komponenten

4

Edukt 1

HCID 153116921-Fluoro-2,3-dimethoxy-5-nitrobenzene

Produkt 1

HCID 574295473-Fluoro-4,5-dimethoxyanilineAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-fluoro-2,3-dimethoxy-5-nitrobenzene (91 g, 452 mmol) and platinum(IV) oxide (9 g, 39.6 mmol) in ethanol (500 mL) was hydrogenated with a Par shaker (40 psi) at r.t. for 30 min. LCMS indicated completion of the reaction. The mixture was filtered and the filtrate was concentrated to afford 3-fluoro-4,5-dimethoxyaniline (73 g, 426 mmol, 94% yield) as a brown oil that was directly used in next step. LCMS: (M+H)+:171.9.

Aufarbeitung

  1. customcompletion of the reaction
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-98877b83722944bf9a39986f098cfcf5
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340556B2

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