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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2114355Erstellt: 24. Oktober 2026

Boron Trichloride → 4-Methoxy-5-methyl-2-nitrophenol

https://huagongshe.com/de/reaction/2114355

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBoron TrichlorideHCID 25135—
Edukt1,4-Dimethoxy-2-methyl-5-nitrobenzeneHCID 2778095—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-Methoxy-5-methyl-2-nitrophenolHCID 5741866499,6%

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

1-Methyl-2,5-bis(methyloxy)-4-nitrobenzene (3.96 g, 20 mmol) was dissolved in CH2Cl2 (20 mL) and cooled to −20° C. A solution of BCl3 (1.0 M) in CH2Cl2 (20 mL) was added to above solution drop wise over 5 minutes. A purple solution was obtained. The reaction mixture was slowly warmed to room temperature and stirred for 20 h. The mixture was then quenched with saturated Na2CO3, stirred for 10 minutes and then extracted with EtOAc (3×100 mL). The organic extracts were combined, washed with water, brine, and dried (Na2SO4). The solvent was removed via rotovap to give the title compound (3.65 g, 99%) as a yellow solid. MS (ES) m/e 184 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07432258B2
Quelldatensatzuspto-grants-2008_10
ORD IDord-edd55955f8b643e99ea96a7bbb044fd8
Quellennotizuspto-grants-2008_10