Ammonium Chloride → HCID 84665992, Verbindung

HRID 2208918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2208918
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N+:14]([O-])=O)[C:6]([CH3:13])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9].[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:14][C:5]1[C:6]([CH3:13])=[C:7]([CH:12]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:8]([O:10][CH3:11])=[O:9]

Komponenten

6

Edukt 2

HCID 25517Ammonium ChlorideHCID 53399479Benzoic acid, 5-methoxy-2-methyl-3-nitro-, methyl ester

Produkt 1

HCID 84665992HCID 84665992, VerbindungAusbeute 80,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred solution of methyl 5-methoxy-2-methyl-3-nitrobenzoate (1.7 g, 7.6 mmol) in ethanol (20 mL) was added ammonium chloride (1.7 g, 32 mmol) dissolved in water (20 mL) and iron powder (3.38 g, 60.44 mmol). The mixture was heated at 80° C. for 3 h, filtered and the residue washed well with hot ethanol. The filtrate was concentrated and the residue was basified with aqueous sodium bicarbonate. The aqueous phase was extracted with ethyl acetate. The combined organic layers were washed with water, dried, and concentrated under reduced pressure to give the crude title compound (1.2 g) which was used directly in the next step.

Aufarbeitung

  1. filtrationfiltered
  2. washthe residue washed well with hot ethanol
  3. concentrationThe filtrate was concentrated
  4. extractionThe aqueous phase was extracted with ethyl acetate
  5. washThe combined organic layers were washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4eeb3cc9326e4c23b233baf73eaf3899
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376422B2

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