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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 230888Erstellt: 26. Oktober 2026

Water → HCID 67136311, Verbindung

https://huagongshe.com/reaction/230888

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt4-(benzyloxy)-1H-indole-3-carbaldehydeHCID 7015846—
KatalysatorBenzyltriphenylphosphonium chlorideHCID 70671—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktHCID 67136311HCID 67136311197,7%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a suspension of sodium hydride (60%, 48 mg) in dimethyl sulfoxide (3 mL) was added benzyltriphenylphosphonium chloride (0.47 g), and the mixture was stirred at 65° C. for 1 hour. The reaction mixture was cooled in ice. To the mixture was added 4-benzyloxy-3-formylindole (0.25 g), and the mixture was stirred at 85° C. for 3 hours. The reaction mixture was cooled to room temperature. To the mixture was added water, and the mixture was extracted with ethyl acetate (three times). The extract was washed with water twice, a saturated aqueous sodium hydrogen carbonate solution and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on aminopropylated silica gel (eluent: n-hexane/ethyl acetate=3/1) to give the title compound (0.32 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07566699B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-a4df83a8600b4fe4971416a94b0c505e
Quellennotizuspto-grants-2009_07