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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 323110Erstellt: 25. Oktober 2026

Sodium Hydroxide → 2-Amino-4-fluorophenol

https://huagongshe.com/reaction/323110

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktStannous ChlorideHCID 24479—
Edukt4-Fluoro-2-nitrophenolHCID 136236—
LösungsmittelEthanolHCID 702—
Produkt2-Amino-4-fluorophenolHCID 2735917105,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 4-fluoro-2-nitrophenol(1 g, 4.64 mmol) and tin (II) chloride (5.4 g, 24.2 mmol) in ethanol(50 mL) was heated at 80° C. under argon. After 2 hours, the starting material had disappeared and the solution was allowed to cool down and then poured into ice. The pH is made slightly basic (pH7-8), by addition of solid NaOH, before being extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2Cl2) gave the desired product(622 mg, 85%). 1H NMR (CD3OD): d 6.51 (dd, 1H), 6.32 (dd, 1H), 6.17 (ddd, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06211373B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-718e4150d08e4498bb4f559398606039
Quellennotizuspto-grants-2001_04