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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30825Erstellt: 23. Oktober 2026

Triethylborane → 2-(2-Fluoro-5-nitrophenyl)-2-methylpent-4-enal

https://huagongshe.com/de/reaction/30825

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylboraneHCID 7357—
EduktAllyl AlcoholHCID 7858—
EduktTriethylamineHCID 8471—
EduktTriphenylphosphineHCID 11776—
EduktLithium ChlorideHCID 433294—
Edukt2-(2-Fluoro-5-nitrophenyl)propanalHCID 86600438—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2-(2-Fluoro-5-nitrophenyl)-2-methylpent-4-enalHCID 86600439—

Reaktionsschritte

To a solution of palladium acetate (0.1 eq), triphenylphosphine (0.2 eq), lithium chloride (1.0 eq) in THF were sequentially added 2-(2-fluoro-5-nitrophenyl) propanal (1.1 eq) in THF, allyl alcohol (1.0 eq), triethylamine (1.2 eq) and triethylborane (2.4 eq) under nitrogen at room temperature. Solution was allowed to stir for 2 h. Mixture was diluted with saturated solution of sodium bicarbonate, extracted with ethyl acetate. Organics were washed with brine, dried with sodium sulfate and concentrated. Crude product was purified using flash chromatography (85% Hex: 15% EtoAc) on silica to afford 2-(2-fluoro-5-nitrophenyl)-2-methylpent-4-enal.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423150B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-c0ef632ba96748608141c61764770d25
Quellennotizuspto-grants-2008_09