Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 983521Erstellt: 24. Oktober 2026

Ammonium Chloride → 3,5-Dichloro-3-(2,3-dimethoxyphenyl)-1,3-dihydro-2h-indol-2-one

https://huagongshe.com/de/reaction/983521

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukttert-butyl N-(4-chlorophenyl)carbamateHCID 546372—
EduktEthyl 2-(2,3-dimethoxyphenyl)-2-oxoacetateHCID 21905960—
EduktHCID 178418306HCID 178418306—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelPentaneHCID 8003—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3,5-Dichloro-3-(2,3-dimethoxyphenyl)-1,3-dihydro-2h-indol-2-oneHCID 21905931—

Reaktionsbedingungen

Temperatur-40 °C

Reaktionsschritte

A mixture of 11.4 g of tert-butyl 4-chlorophenylcarbamate in 100 ml of ether is cooled to −40° C. under an atmosphere of dry nitrogen, 80 ml of a 1.5 M solution of tert-butyllithium in pentane are added dropwise and the mixture is left stirring at −20° C. for 3 hours. The reaction mixture is cooled to −40° C., a solution-of 14 g of the compound obtained in step A in 50 ml of THF is added over 1 hour and the mixture is left stirring for 4 days at RT. The reaction mixture is poured into saturated NH4Cl solution and the precipitate formed is spin-filtered off and dried. 10.2 g of the expected product are obtained and are used without further purification in the following step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06864277B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-5e48b884da0a4dc68bc38430fdae107f
Quellennotizuspto-grants-2005_03