2-Fluoro-4-nitrobenzoic acid → Ethyl 2-fluoro-4-nitrobenzoate

HRID 53288

Reaktionsgleichung

Reaktionsgleichung von HRID 53288
[F:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O.[C:15]1(C)C=CC(S(O)(=O)=O)=C[CH:16]=1>C(O)C>[CH2:15]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:2]=1[F:1])[CH3:16]

Komponenten

4

Edukt 2

HCID 3026792-Fluoro-4-nitrobenzoic acidHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 10727300Ethyl 2-fluoro-4-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-fluoro-4-nitrobenzoic acid (1.15 g, 6.22 mmol) in absolute ethyl alcohol (20 mL) was added p-toluenesulfonic acid monohydrate (100 mg). After 16 h at reflux, the reaction mixture was concentrated in vacuo and the residue chromatographed on silica gel (eluted with 5% ethyl acetate in hexane) to give 770 mg (Y: 58%) of the title product; 1H-NMR (CDCl3): δ8.16-8.00 (m, 3H), 4.45 (q, J=7.1 Hz, 2H), 1.43 (t, J=7.1 Hz, 3H). MS (DCI) m/e: 214 (MH+).

Aufarbeitung

  1. temperatureAfter 16 h at reflux
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customthe residue chromatographed on silica gel (eluted with 5% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-971ea46161254590b853e9ad3d06a740
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05618839

Verknüpfte Notizen

Wird geladen…