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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 473054Erstellt: 26. Oktober 2026

Triethylamine → (E)-5-(2-(phenylsulfonyl)vinyl)-1H-indole

https://huagongshe.com/reaction/473054

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-BromoindoleHCID 24905—
EduktPhenyl vinyl sulfoneHCID 79664—
EduktTri-o-tolylphosphineHCID 80271—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt(E)-5-(2-(phenylsulfonyl)vinyl)-1H-indoleHCID 1552156085%

Reaktionsschritte

A solution of 5-bromoindole (5.0 g, 25.5 mmol), phenylvinylsulfone (7.50 g, 44.64 mmol), Pd(OAc)2 (0.46 g, 2.05 mmol), tri-O-tolylphosphine (1.55 g, 5.10 mmol) and triethylamine (4.88 g, 48.46 mmol) was heated to 95-105° C. for 6-15 h in DMF. The reaction mixture was cooled to RT, diluted with dichloromethane and filtered over a bed of filter aid. The filtrate was sequentially washed with water and brine, and dried over sodium sulphate. The organic layer was concentrated under vacuum and the product precipitated from dichloromethane and hexane as a solid in about 85-90% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08633239B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-6becbcf7f69841c2875688099706b4fb
Quellennotizuspto-grants-2014_01