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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272855Erstellt: 25. Oktober 2026

Triphenylphosphine → Dimethyl-(4-{4-[2-(1-methylpyrrolidin-2-yl)ethoxy]phenyl}-tetrahydropyran-4-ylmethyl)amine

https://huagongshe.com/reaction/272855

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt1-Methyl-2-pyrrolidineethanolHCID 93363—
EduktDiisopropyl azodicarboxylateHCID 5363146—
Edukt4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenolHCID 23091621—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthylacetate heptaneHCID 21899848—
ProduktDimethyl-(4-{4-[2-(1-methylpyrrolidin-2-yl)ethoxy]phenyl}-tetrahydropyran-4-ylmethyl)amineHCID 2309166827,2%

Reaktionsschritte

4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol (405 mg, 1.72 mmol), 2-(1-methyl-pyrrolidin-2-yl)-ethanol (178 mg, 1.38 mmol), PPh3 (451 mg, 1.72 mmol), THF (8 ml) and DIAD (348 mg, 1.72 mmol) were reacted together according to general procedure C. The crude product was subjected to chromatography on alumina eluting with ethyl acetate:heptane (50:50) to provide the title compound (130 mg, 27%) as a colourless oil. 1H NMR (400 MHz, CDCl3) δ7.21 (d, 2H), 6.87 (d, 2H), 4.09-3.95 (m, 2H), 3.75 (dt, 2H), 3.55 (td, 2H), 3.09 (m, 1H), 2.40 (s, 2H), 2.35 (s, 3H), 2.30-1.99 (m, 6H), 1.96 (s, 6H), 1.93-1.63 (m, 6H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07456164B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-c7111172352f4bf3bcd314fcdbde6536
Quellennotizuspto-grants-2008_11