HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester → Methyl 2-(6-hydroxy-1H-indol-3-yl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester | HCID 34181007 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Methyl 2-(6-hydroxy-1H-indol-3-yl)acetate | HCID 57675479 | 62,2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07528160B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-4b5e3dd0e12646ada240bc91d7245118 |
| Quellennotiz | uspto-grants-2009_05 |