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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1683991Erstellt: 26. Oktober 2026

Sodium hydride → 1h-Indole-3-acetic acid,5-methoxy-2-methyl-1-[[4-(methylthio)phenyl]methyl]-,methyl ester

https://huagongshe.com/reaction/1683991

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt1-(Chloromethyl)-4-(methylthio)benzeneHCID 70128—
Eduktmethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetateHCID 82067—
LösungsmittelDimethylformamideHCID 6228—
Produkt1h-Indole-3-acetic acid,5-methoxy-2-methyl-1-[[4-(methylthio)phenyl]methyl]-,methyl esterHCID 7685077048,6%

Reaktionsschritte

To the indole of Example 7, Step 1, (1.00 g, 4.29 mmol) in DMF (15.0 mL) at 0° C. were added NaH 60% in oil (188 mg, 4.72 mmol) and a solution of 4-chloromethylthioanisole (810 mg, 4.7 mmol) in DMF (5.0 mL). After a period of 5 min at r.t., the reaction was quenched by the addition of 25% aqueous solution of NH4OAc. The reaction was extracted with EtOAc, dried over Na2SO4, evaporated in vacuo and purified by flash chromatography (20% EtOAc in hexane) to provide the title compound (770 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05639780
Quelldatensatzuspto-grants-1997_06
ORD IDord-a915ee5f0f4549feb05435c9c9d1ea7b
Quellennotizuspto-grants-1997_06