Sodium Hydroxide → 4-Chloro-3-methoxyaniline

HRID 29508

Reaktionsgleichung

Reaktionsgleichung von HRID 29508
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[O:11][CH3:12].[OH-].[Na+]>CO.Cl>[CH3:12][O:11][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:2]=1[Cl:1])[NH2:8]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 705192-Chloro-5-nitroanisole

Produkt 1

HCID 131036924-Chloro-3-methoxyaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

2-Chloro-5-nitro anisole (6.0 g, 0.032 mol) in MeOH (45 ml) was added slowly to stannous chloride (15.1 g, 0.08 mol) in conc. HCl (110 ml) at 40° C. and the temperature was slowly raised to 50° C. Stirring was continued for 2 h. After cooling to RT, the reaction mixture was basified with 50% NaOH solution, extracted by ethyl acetate, washed with water, then brine and dried over Na2SO4. 3-Methoxy-4-chloroaniline was obtained upon concentration and was purified further by column chromatography.

Aufarbeitung

  1. temperatureAfter cooling to RT
  2. extractionextracted by ethyl acetate
  3. washwashed with water
  4. dry with materialbrine and dried over Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-e7a1884c2443436e84f576c317dc7d0d
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420055B2

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