HCID 90410240, Verbindung → 2-Amino-6-bromo-4-fluoro-3-nitrophenol

HRID 928552Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 928552
[Br:1][C:2]1[C:7]([OH:8])=[C:6]([N+:9]([O-])=O)[C:5]([N+:12]([O-:14])=[O:13])=[C:4]([F:15])[CH:3]=1>CO.Cl.O>[NH2:9][C:6]1[C:5]([N+:12]([O-:14])=[O:13])=[C:4]([F:15])[CH:3]=[C:2]([Br:1])[C:7]=1[OH:8]

Komponenten

5

Edukt 1

HCID 90410240HCID 90410240, Verbindung

Produkt 1

HCID 904098182-Amino-6-bromo-4-fluoro-3-nitrophenol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 6-bromo-4-fluoro-2,3-dinitrophenol (4.4 g, 16 mmol) in methanol (88 mL) and 12.0 M hydrogen chloride in water (40 mL) was added stannous chloride, dihydrate (11 g, 47 mmol). The reaction was stirred at RT for 15 min. Water was added and the mixture was extracted with ethyl acetate. The organic layer was separated and concentrated. Purification on silica gel using ethyl acetate in hexanes gave the desired compound, 2.48 g, 63%. 1H NMR (300 MHz, DMSO-d6) δ 9.80 (br s, 3H), 6.80 (m, 1H).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe organic layer was separated
  3. concentrationconcentrated
  4. customPurification on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-948fb2490ca34717aa36d6b648892bfe
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290514B2

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