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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31351Erstellt: 23. Oktober 2026

Hydrochloric Acid → 5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/de/reaction/31351

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTetrahydrofuranHCID 8028—
Edukt5-chloro-1H-indole-2,3-dioneHCID 87203—
EduktMagnesiumHCID 5462224—
Edukt2-Bromo-3-methoxytolueneHCID 11790233—
Produkt5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-oneHCID 22560921—
ProduktHCID 178489966HCID 178489966—

Reaktionsschritte

A solution of 2-methoxy-6-methylphenyl-magnesium bromide is prepared starting with 2.2 g of magnesium in 10 ml of THF and a solution of 16 g of 1-bromo-2-methoxy-6-methylbenzene in 40 ml of THF. This solution is added dropwise at RT to a mixture of 6 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF and the resulting mixture is then refluxed for 1 hour. After cooling to RT, the reaction mixture is poured into 200 ml of 3N HCl solution and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 5.7 g of the expected product are obtained after crystallization from iso ether.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425566B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-17e7d9b1df4c454297e9cd3442b4d85f
Quellennotizuspto-grants-2008_09