Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1916722Erstellt: 26. Oktober 2026

Triphenylphosphine → 5-(4-Chloro-phenyl)-2-[3-(4-pyrrolidin-1-ylmethyl-phenoxy)-prop-1-ynyl]-pyridine

https://huagongshe.com/reaction/1916722

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt4-(Pyrrolidin-1-ylmethyl)phenolHCID 18771978—
Edukt3-[5-(4-Chloro-phenyl)-pyridin-2-yl]-prop-2-yn-1-olHCID 69076337—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(4-Chloro-phenyl)-2-[3-(4-pyrrolidin-1-ylmethyl-phenoxy)-prop-1-ynyl]-pyridineHCID 59835746—

Reaktionsschritte

131 mg (0.5 mmol) triphenylphosphane are added to a solution of 100 mg (0.41 mmol) 3-[5-(4-chloro-phenyl)-pyridin-2-yl]-prop-2-yn-1-ol and 88 mg (0.5 mmol) 4-pyrrolidin-1-ylmethyl-phenol in 4 mL THF. Then 0.1 mL (0.5 mmol) diisopropyl azo-dicarboxylate is slowly added dropwise and the reaction mixture is stirred for 3 h at RT. The mixture is evaporated down i. vac., the residue is taken up in 1 mL DMF and purified by HPLC. The product obtained, which still contains triphenylphosphane oxide, is again purified by chromatography (silica gel, EtOAc after EtOAc/MeOH/NH3 9:1:0.1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08618132B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-f08aa4f833cf41098db3611a2b4d8708
Quellennotizuspto-grants-2013_12