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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2354351Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/2354351

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
PatentnummerUS07749998B2
Quelldatensatzuspto-grants-2010_07
ORD IDord-797535c02a53441781def30f7c9df803
Quellennotizuspto-grants-2010_07