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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1036401Erstellt: 23. Oktober 2026

Tetrahydrofuran → (R)-4-methyl-4-(6-(4-propylcyclohexyloxy)naphthalen-2-yl)oxazolidin-2-one

https://huagongshe.com/de/reaction/1036401

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt4-PropylcyclohexanolHCID 2775094—
Edukt(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
Produkt(R)-4-methyl-4-(6-(4-propylcyclohexyloxy)naphthalen-2-yl)oxazolidin-2-oneHCID 67413959109%

Reaktionsschritte

(R)-4-(6-Hydroxynaphthalen-2-yl)-4-methyl-oxazolidin-2-one (Example 4, 0.301 g, 0.00124 mol) was dissolved in tetrahydrofuran (5.00 mL, 0.0616 mol). 4-Propylcyclohexanol (0.211 g, 0.00148 mol) and triphenylphosphine polymer-bound (1.07 g, 0.00198 mol) were added and the mixture was stirred at room temperature. Diisopropyl azodicarboxylate (0.390 mL, 0.00198 mol) was then added and the mixture was stirred for 2 days at room temperature. The mixture was filtered through CELITE™, concentrated and purified by flash chromatography (0-30% EtOAc in methylene chloride) to give 0.4942 g of the title product (109% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546359B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-8ba03fbf69354fc4b6cf7f2846c5a793
Quellennotizuspto-grants-2013_10