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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3338Erstellt: 24. Oktober 2026

4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole → 1-Benzyl-2-methyl-1H-indol-4-ol

https://huagongshe.com/de/reaction/3338

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-methoxy-2-methyl-1-(phenylmethyl)-1H-indoleHCID 10777147—
EduktBoron tribromide dichloromethaneHCID 22277759—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-Benzyl-2-methyl-1H-indol-4-olHCID 1075236049%

Reaktionsschritte

A solution of 1.25 g (5 mmol) of 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole and 20 mL of 1M BBr3 /CH2Cl2 in 50 mL of methylene chloride was stirred at room temperature for 5 hours and concentrated at reduced pressure. The residue was dissolved in ethyl acetate, washed with brine and dried (MgSO4). After concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 577 mg (49% yield) of 4-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole, 125°-127° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733923
Quelldatensatzuspto-grants-1998_03
ORD IDord-b929091e25a74504966cd0bf54a67e49
Quellennotizuspto-grants-1998_03