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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23949Erstellt: 23. Oktober 2026

Bicarbonate Ion → 5-Fluoro-1-methanesulphonyl-6-methoxyindole

https://huagongshe.com/de/reaction/23949

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBicarbonate IonHCID 769—
EduktN-(2,2-dimethoxyethyl)-N-methanesulphonyl-4-fluoro-3-methoxyanilineHCID 22570034—
KatalysatorTitanium TetrachlorideHCID 24193—
LösungsmittelTolueneHCID 1140—
Produkt5-Fluoro-1-methanesulphonyl-6-methoxyindoleHCID 22570050—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of N-(2,2-dimethoxyethyl)-N-methanesulphonyl-4-fluoro-3-methoxyaniline (1.91 g, 0.65 mmol) in dry toluene at 0° C. under argon, was added slowly a solution of TiCl4 (0.173 g, 0.911 mmol) in dry toluene (10 ml). The solution was then heated to 70° C. for 1 h. cooled and poured onto ice/sat. sod. bicarbonate solution (20 ml). The organic layer was separated, washed with sat. sod. bicarbonate solution, 0.5% hydrochloric acid (2×20 ml) and water (2×20 ml). The solution was dried (MgSO4) and evaporated in vacuo to give 5-fluoro-1-methanesulphonyl-6-methoxyindole ((0.102 g)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855715B1
Quelldatensatzuspto-grants-2005_02
ORD IDord-ab5cf9bb3daa461ab50b0a25299f6c60
Quellennotizuspto-grants-2005_02