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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1419404Erstellt: 25. Oktober 2026

Sodium Hydroxide → 2-Amino-3-chlorophenol

https://huagongshe.com/reaction/1419404

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktStannous ChlorideHCID 24479—
Edukt3-Chloro-2-nitrophenolHCID 13622170—
LösungsmittelEthanolHCID 702—
Produkt2-Amino-3-chlorophenolHCID 1982896271,1%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 3-chloro-2-nitrophenol(250 mg, 1.4 mmol) and tin (II) chloride (1.2 g, 5.3 mmol) in ethanol(50 mL) was heated at 80° C. under argon. After 2 hours, the starting material has disappeared and the solution was allowed to cool down and then poured into ice. The pH was 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(143 mg, 69%). 1H NMR (CD3OD): δ 6.75 (t, 1H), 6.70 (d, 1H), 6.65 (d, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05886044
Quelldatensatzuspto-grants-1999_03
ORD IDord-2bfb6313007d49a7b46233335db7dc9e
Quellennotizuspto-grants-1999_03