Nitric Acid → 4-Bromo-2-fluoro-5-nitrobenzaldehyde

HRID 1271894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1271894
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[C:8]([F:14])[CH:7]=1>S(=O)(=O)(O)O>[Br:5][C:6]1[C:13]([N+:1]([O-:4])=[O:2])=[CH:12][C:9]([CH:10]=[O:11])=[C:8]([F:14])[CH:7]=1

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 1435174-Bromo-2-fluorobenzaldehyde

Produkt 1

HCID 184555954-Bromo-2-fluoro-5-nitrobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Nitric acid (25 mL) is added dropwise to a solution of 4-bromo-2-fluorobenzaldehyde (5.12 g, 25.2 mmol) in sulfuric acid (25 mL). The mixture is stirred for 2 hours and then is poured over ice. Product is extracted into MTBE (100 mL). The organic layer is washed with saturated aqueous NaHCO3 (100 mL), dried (Na2SO4), and evaporated yielding 5.98 g of yellow solid. 1H NMR (DMSO-d6) δ 10.13, 8.49, 8.22.

Aufarbeitung

  1. additionis poured over ice
  2. extractionProduct is extracted into MTBE (100 mL)
  3. washThe organic layer is washed with saturated aqueous NaHCO3 (100 mL)
  4. dry with materialdried (Na2SO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-fb6d761060f449d8bd9264dadaef266b
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208490B2

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