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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 234484Erstellt: 25. Oktober 2026

Ammonium Chloride → 5-Chloro-3-cyclohexyl-1,3-dihydro-3-hydroxyindol-2-one

https://huagongshe.com/reaction/234484

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt5-chloro-1H-indole-2,3-dioneHCID 87203—
EduktHCID 178478990HCID 178478990—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Chloro-3-cyclohexyl-1,3-dihydro-3-hydroxyindol-2-oneHCID 19076368—

Reaktionsschritte

A suspension of 18.15 g of 5-chloroisatin in 45 ml of THF is cooled to +4° C., 200 ml of a 2M solution of cyclohexylmagnesium chloride in ether are added dropwise and the mixture is stirred for 3 hours at RT. 900 ml of a saturated solution of ammonium chloride are added and the solvents are concentrated under vacuum. The aqueous phase is extracted with AcOEt, the organic phase is washed with a saturated solution of NaCl and dried over sodium sulfate and the solvent is evaporated off under vacuum to give 4 g of the expected product after crystallization from a THF/AcOEt mixture.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05594023
Quelldatensatzuspto-grants-1997_01
ORD IDord-9afa5621564446e39dc58e7de1185cfd
Quellennotizuspto-grants-1997_01