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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 219762Erstellt: 25. Oktober 2026

Water → 3-Hydroxy-4,6-dichloro-1,3-dihydro-3-(4-trifluoromethylphenyl)indol-2-one

https://huagongshe.com/reaction/219762

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Edukt4,6-DichloroisatinHCID 251908—
EduktMagnesiumHCID 5462224—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Hydroxy-4,6-dichloro-1,3-dihydro-3-(4-trifluoromethylphenyl)indol-2-oneHCID 66602670—

Reaktionsschritte

1.8 g of Grignard magnesium are placed in 19 ml of anhydrous ethyl ether in a round-bottomed flask equipped with a mechanical stirrer, and under a stream of nitrogen. A mixture of 8.9 ml of 4-bromotrifluoromethylbenzene in 46 ml of anhydrous ethyl ether is then added. The mixture is stirred for one hour, followed by addition of a solution of 5.7 g of 4,6-dichloro-1H-indole-2,3-dione in 100 ml of anhydrous THF. The mixture is stirred at room temperature for 4 hours 30 minutes. Water is added and the resulting mixture is extracted with ethyl acetate. The organic phase is separated out and dried over Na2SO4, filtered and evaporated under vacuum. The residue is taken up in ethyl acetate and washed with 1N sodium hydroxide solution. The organic phase is dried over Na2SO4, filtered and evaporated under vacuum. The solid is taken up in ethyl ether and filtered off. 4.7 g of expected product are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202871B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-15e2988c599d4d829b0be32d5a2db277
Quellennotizuspto-grants-2012_06