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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 252619Erstellt: 26. Oktober 2026

Triethylamine → 1-[3-(3,4-dichlorophenyl)prop-2-yn-1-yl]-1H-indole-2,3-dione

https://huagongshe.com/reaction/252619

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTriphenylphosphineHCID 11776—
EduktBenzene, 1,2-dichloro-4-iodo-HCID 88591—
Edukt1-(Prop-2-yn-1-yl)-1H-indole-2,3-dioneHCID 1909002—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-[3-(3,4-dichlorophenyl)prop-2-yn-1-yl]-1H-indole-2,3-dioneHCID 24751455—

Reaktionsschritte

To a mixture of 1-prop-2-yn-1-yl-1H-indole-2,3-dione (190 mg, 1.03 mmol), 1,2-dichloro-4-iodobenzene (420 mg, 1.54 mmol), copper(I) iodide (11.0 mg, 0.06 mmol) and triphenylphosphine (40.0 mg, 0.15 mmol) in degassed DMF (24 mL) was added triethyl-amine (307 μL, 2.15 mmol). The reaction was stirred for 5 minutes and Pd(OAc)2 (13.0 mg, 0.06 mmol) was then added. The reaction was stirred at room temperature for 2 days, concentrated in vacuo, dissolved in EtOAc and washed with saturated NaHCO3(aq) (1×). The layers were separated and the aqueous layer was extracted with additional EtOAc (2×).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07868181B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-5c6cdf3ed42446a68ecd894a57df221c
Quellennotizuspto-grants-2011_01