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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83985Erstellt: 24. Oktober 2026

Diisopropylethylamine → 1-Methanesulfonyl-5-chloro-1'-[trans-3-(4-chlorophenyl)allyl]spiro[indoline-3,3'-pyrrolidine]

https://huagongshe.com/de/reaction/83985

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Eduktp-Chlorocinnamyl chlorideHCID 53728250—
Edukt1-Methanesulfonyl-5-chloro-spiro[indoline-3,3'-pyrrolidine]HCID 58137339—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-Methanesulfonyl-5-chloro-1'-[trans-3-(4-chlorophenyl)allyl]spiro[indoline-3,3'-pyrrolidine]HCID 6892423945,8%

Reaktionsschritte

To a solution of 1-methanesulfonyl-5-chloro-spiro[indoline-3,3′-pyrrolidine] (725 mg) in acetonitrile (40 ml) were added diisopropylethylamine (0.66 ml) and 4-chloro-cinnamyl chloride (467 mg). The resulting solution was stirred at room temperature for 12 hours, diluted with ethyl acetate, washed with water, brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent cyclohexane:ethyl acetate 6:4) to afford 1-methanesulfonyl-5-chloro-1′-[trans-3-(4-chlorophenyl)allyl]spiro[indoline-3,3′-pyrrolidine] (500 mg) which was characterised by its mass and NMR spectra. MS (ES+) 437/439 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846907B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f5ab99287f9542cdba20a7f4ba0be9a6
Quellennotizuspto-grants-2014_09