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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 490685Erstellt: 23. Oktober 2026

(6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester → Methyl 2-(6-hydroxy-1H-indol-3-yl)acetate

https://huagongshe.com/de/reaction/490685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl esterHCID 34181007—
KatalysatorPalladiumHCID 23938—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktMethyl 2-(6-hydroxy-1H-indol-3-yl)acetateHCID 5767547962,2%

Reaktionsschritte

A mixture of (6-benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester (1.45 g, 4.7 mmol) and Pd/C (10%, 0.9 g) in dioxane (38 mL) is degassed and filled with nitrogen for three times, then a solution of NaH2PO2 (6 g) in water (5 mL) is added dropwise at 100° C. The reaction mixture is heated overnight, filtered through celite and concentrated. The residue is taken into ethyl acetate, washed with water and brine, dried over sodium sulfate. Concentration and column chromatography on silica gel yields the title compound (600 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07528160B2
Quelldatensatzuspto-grants-2009_05
ORD IDord-4b5e3dd0e12646ada240bc91d7245118
Quellennotizuspto-grants-2009_05