2-Fluoro-4-nitroanisole → 3-Fluoro-4-methoxyaniline

HRID 1388563

Reaktionsgleichung

Reaktionsgleichung von HRID 1388563
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH3:12]>Cl.C(O)C>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([O:11][CH3:12])=[C:2]([F:1])[CH:7]=1

Komponenten

4

Edukt 1

HCID 2231042-Fluoro-4-nitroanisole

Produkt 1

HCID 5811103-Fluoro-4-methoxyaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a cold (5°), stirred solution of 776 g. (3.44 mol) of stannous chloride dihydrate in 1500 mL of concentrated hydrochloric acid was added, dropwise, a solution of 147 g. (0.861 mol) of 2-fluoro-4-nitroanisole in 3.0 L of ethanol at such a rate that the temperature of the reaction mixture did not exceed 23°. The suspension was stirred for 6 hours at room temperature. The ethanol was removed in vacuo at temperatures below 45°, and the residue was diluted with 3.0 L of water then basified with 1.0 L of 50% sodium hydroxide. The temperature of the mixture was maintained below 23° during the dropwise addition of the base.

Aufarbeitung

  1. customdid not exceed 23°
  2. stirringThe suspension was stirred for 6 hours at room temperature
  3. customThe ethanol was removed in vacuo at temperatures below 45°
  4. additionthe residue was diluted with 3.0 L of water
  5. temperatureThe temperature of the mixture was maintained below 23° during the dropwise addition of the base

Quellen und Nachweise

ORD-Eintrag
ord-18c2bd18509b4572943151f886830506
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04431807

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