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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 590977Erstellt: 24. Oktober 2026

Ethoxalyl chloride → HCID 70855253, Verbindung

https://huagongshe.com/de/reaction/590977

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthoxalyl chlorideHCID 20884—
Edukt1-Methyl-2-phenylindoleHCID 77095—
EduktSodium BicarbonateHCID 516892—
EduktAluminum(III) ChlorideHCID 6451240—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 70855253HCID 7085525343%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

At 0° C., aluminum (III) chloride (2.5 g, 19 mmol) was added per portion to a solution of 1-methyl-2-phenyl-1H-indole (1 g, 4.8 mmol) and ethyl chlorooxoacetate (900 μL, 8.05 mmol) in dichloromethane (10 mL). The mixture was stirred for 2 hours at 0° C. and then hydrolyzed with a saturated solution of sodium bicarbonate. After removing the aqueous layer, organic layer was washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired keto-ester (8a) (630 mg, 2.05 mmol, 43%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238026B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-866331b423cb4203b3edccc029b13bb9
Quellennotizuspto-grants-2016_01