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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 60812Erstellt: 23. Oktober 2026

Phthalimide → Triphenylphosphine Oxide

https://huagongshe.com/de/reaction/60812

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimideHCID 6809—
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl azodicarboxylateHCID 5363146—
Eduktbiphenyl-2-yl(2-(hydroxymethyl)-5-methoxy-3,4-dihydropyridin-1 (2H)-yl)methanoneHCID 117728177—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktTriphenylphosphine OxideHCID 13097—
Produkt2-((1-(Biphenylcarbonyl)-5,5-dimethoxypiperidin-2-yl)methyl)isoindoline-1,3-dioneHCID 89739560—

Reaktionsschritte

DIAD (15.15 mmol, 2.93 mL) was added to a mixture of (biphenyl-2-yl(2-(hydroxymethyl)-5-methoxy-3,4-dihydropyridin-1 (2H)-yl)methanone (4.5 mmol, 1.63 g), phthalimide (15.15 mmol, 2.23 g) and PPh3 (15.15 mmol, 3.97 g) in anhydrous THF dropwise at 0° C. under argon. The resulting mixture was stirred at rt for overnight and concentrated in vacuo to give a crude residue which was purified by chromatography to give the desired 2-((1-(biphenylcarbonyl)-5,5-dimethoxypiperidin-2-yl)methyl)isoindoline-1,3-dione with slight contamination of triphenylphosphine oxide. This contaminated product was used for next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09440982B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-d92f4215d53f47aeba8c81a8470c2de7
Quellennotizuspto-grants-2016_09