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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 925127Erstellt: 24. Oktober 2026

Triphenylphosphine → 2-(4-(3-Cyclopentylpropoxy)-3-methoxyphenyl)acetonitrile

https://huagongshe.com/de/reaction/925127

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktCyclopentanepropanolHCID 69842—
Edukt4-Hydroxy-3-methoxyphenylacetonitrileHCID 78220—
EduktDiisopropyl azodicarboxylateHCID 5363146—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(4-(3-Cyclopentylpropoxy)-3-methoxyphenyl)acetonitrileHCID 11838936596,3%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

2-(4-Hydroxy-3-methoxyphenyl)acetonitrile (0.54 g, 3.31 mmol) in THF (10 mL) was treated with 3-cyclopentylpropan-1-ol (0.424 g, 3.31 mmol), triphenylphosphine (1.128 g, 4.3 mmol) and cooled in an ice bath to 0° C. DIAD (0.785 ml, 4 mmol) was added to the reaction mixture dropwise over the period of 5 min, and the reaction was left stirring slowly warming to room temperature over 18 hours. The reaction mixture was concentrated. Purification by flash chromatography (silica gel, 0-40% EtOAc/hexanes) afforded 0.871 g (96%) of 2-(4-(3-cyclopentylpropoxy)-3-methoxyphenyl)acetonitrile. MS (ESI) m/z 274 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09284272B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-f40af98d19064883b29c457bc30d1125
Quellennotizuspto-grants-2016_03