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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1782031Erstellt: 26. Oktober 2026

Methanol → 2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide

https://huagongshe.com/reaction/1782031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktBoron tribromideHCID 25134—
Edukt2-(2,4-dimethoxyphenyl)-N-methylacetamideHCID 8180193—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamideHCID 69017352—
Produkt2-(4-hydroxy-2-methoxyphenyl)-N-methylacetamideHCID 69019532—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 2-(2,4-dimethoxyphenyl)-N-methylacetamide (445 mg, 2.12 mmol) in CH2Cl2 (10 mL) was slowly added 1M BBr3 solution in CH2Cl2 (6.4 mL, 6.4 mmol). After addition was completed, the reaction mixture was stirred at 0° C. for 2.5 h, methanol (2 mL) was added and after 15 min the volatiles were removed in vacuo. The residue was dissolved in ethyl acetate, washed successively with aqueous NaHCO3 and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-5% methanol in dichloromethane) to give the subtitled compound (16 mg) along with 2-(4-hydroxy-2-methoxyphenyl)-N-methylacetamide (30 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07498338B2
Quelldatensatzuspto-grants-2009_03
ORD IDord-4df6b0a2d19445ef82ebb5c8053a5c34
Quellennotizuspto-grants-2009_03