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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 925314Erstellt: 25. Oktober 2026

Sodium Carbonate → 2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanol

https://huagongshe.com/reaction/925314

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktLithium ChlorideHCID 433294—
Edukt4-(Triethylsilyl)-3-butyn-1-olHCID 2760694—
Edukt5-Chloro-2-iodo-4-methylanilineHCID 58475405—
KatalysatorPalladium ChlorideHCID 24290—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanolHCID 6683203479,2%

Reaktionsschritte

2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanol was prepared according to method D Step II with 5-chloro-2-iodo-4-methylaniline (1.50 g; 5.61 mmol), 4-(triethylsilyl)but-3-yn-1-ol (2.36 mL; 11.22 mmol), Bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.229 g; 0.280 mmol), lithium chloride (0.237 g; 5.61 mmol) and sodium carbonate (1.19 g; 11.22 mmol) in DMF (14 mL). The crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford 1.44 g (79%) of 2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanol as a brown oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09284271B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-d76202676c184f7c94bd5e31a07d2437
Quellennotizuspto-grants-2016_03