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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46731Erstellt: 23. Oktober 2026

Diethyl Oxalate → 4,5-Dihydro-5,8-dimethyl-4-oxopyrano[3,2-b]indole-2-carboxylic acid

https://huagongshe.com/de/reaction/46731

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl OxalateHCID 7268—
EduktDisodiumHCID 141233—
EduktSodiumHCID 5360545—
Edukt1,5-dimethyl-3-hydroxy-1H-indol-2-yl methyl ketoneHCID 12511328—
LösungsmittelEthanolHCID 702—
Produkt4,5-Dihydro-5,8-dimethyl-4-oxopyrano[3,2-b]indole-2-carboxylic acidHCID 12628431—

Reaktionsschritte

In a manner analogous to that of Example 14, 8.2 g (0.040 mole) of 1,5-dimethyl-3-hydroxy-1H-indol-2-yl methyl ketone (Example 12) was reacted with sodium metal (3.7 g, 0.16 mole) and diethyl oxalate (21.5g, 0.20 mole) in 200 ml absolute ethanol. The red disodium salt intermediate was then converted to the title compound as described in Example 17. Two recrystallization of the final product from DMF-water yielded yellow needles of mpt. 290°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04175083
Quelldatensatzuspto-grants-1979_11
ORD IDord-9977afb92eca43458dada9068c15f795
Quellennotizuspto-grants-1979_11