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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 612684Erstellt: 25. Oktober 2026

Sodium Hydroxide → 2-Amino-3-chlorophenol

https://huagongshe.com/reaction/612684

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
PatentnummerUS06005008
Quelldatensatzuspto-grants-1999_12
ORD IDord-5f926ab66b5b4e599c36d211653a2c2c
Quellennotizuspto-grants-1999_12