Methanol → Methyl 4-amino-2-fluoro-5-nitrobenzoate

HRID 470360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 470360
S(=O)(=O)(O)O.[NH2:6][C:7]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([F:19])[CH:8]=1.[CH3:20]O>>[NH2:6][C:7]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:10]([C:11]([O:13][CH3:20])=[O:12])=[C:9]([F:19])[CH:8]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 597853374-Amino-2-fluoro-5-nitrobenzoic acid

Produkt 1

HCID 53419670Methyl 4-amino-2-fluoro-5-nitrobenzoateAusbeute 69 %

Versuchsvorschrift

Sulfuric acid (10 mL) was added to a solution of 4-amino-2-fluoro-5-nitrobenzoic acid ammoniate (10 g, 46 mmol) in methanol (100 mL) and refluxed for 30 h. The solution was cooled to ambient temperature and the solid thus obtained was collected by filtration, washed with hexanes, and dried in vacuo at 40° C. for 14 h to afford the desired methyl 4-amino-2-fluoro-5-nitrobenzoate as a yellow solid (6.84 g, 31.9 mmol, 69%). 1H NMR (MeOD) δ 8.62-8.58 (m, 1H), 6.63-6.59 (m, 1H).

Aufarbeitung

  1. temperaturerefluxed for 30 h
  2. customthe solid thus obtained
  3. filtrationwas collected by filtration
  4. washwashed with hexanes
  5. customdried in vacuo at 40° C. for 14 h

Quellen und Nachweise

ORD-Eintrag
ord-4f3c42fec1894629a3d54dc0ae4bc438
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629147B2

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