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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 652720Erstellt: 26. Oktober 2026

2-chloro-N-cyclopropylmethyl-N-[2-(3-phenyl1H-indol-2-yl)ethyl]acetamide → 2,3-dihydro-3-cyclopropylmethyl-11-phenyl-1H-[1,4]diazepino[1,7-a]indol-4(5H)-one

https://huagongshe.com/reaction/652720

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-chloro-N-cyclopropylmethyl-N-[2-(3-phenyl1H-indol-2-yl)ethyl]acetamideHCID 14210370—
KatalysatorBenzenemethanaminium, N,N,N-tributyl-, bromideHCID 2724282—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelSodium HydroxideHCID 14798—
Produkt2,3-dihydro-3-cyclopropylmethyl-11-phenyl-1H-[1,4]diazepino[1,7-a]indol-4(5H)-oneHCID 14210371—

Reaktionsschritte

A solution of 184.3 g 2-chloro-N-cyclopropylmethyl-N-[2-(3-phenyl-1H-indol-2-yl)ethyl]acetamide in 1843 ml methylene chloride is added dropwise under vigorous stirring to a suspension of 17.9 g N-benzyltributyl-ammoniumbromide in 1843 ml methylene chloride and 921 ml 30% sodium hydroxide. The mixture is stirred for further 10 minutes and diluted with 1 l water. The organic phase is separated, washed with water, dried and evaporated to dryness. The residue is dissolved in 500 ml boiling ethanol, cooled and treated with 500 ml ether. The resulting cristalline precipitate is filtered off, washed with ethanol/ather (1:1) and then ether to give 2,3-dihydro-3-cyclopropylmethyl-11-phenyl-1H-[1,4]diazepino[1,7-a]indol-4(5H)-one, m.p. 149°-150°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04673674
Quelldatensatzuspto-grants-1987_06
ORD IDord-269af1cc43ba49e99273bb649c792914
Quellennotizuspto-grants-1987_06