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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1036399Erstellt: 27. Oktober 2026

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

https://huagongshe.com/reaction/1036399

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriphenylphosphineHCID 11776—
Edukt4-PentylcyclohexanolHCID 41076—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-4-methyl-4-(6-(4-pentylcyclohexyloxy)naphthalen-2-yl)oxazolidin-2-oneHCID 6741356968,4%

Reaktionsschritte

(R)-4-(6-Hydroxnaphthalen-2-yl)-4-methyl-oxazolidin-2-one (Example 4, 0.3303 g, 0.001358 mol) was added to a capped 40 mL vial equipped with a magnetic stir bar. 4-Pentyl-cyclohexanol (0.277 g, 0.00163 mol) was added, followed by tetrahydrofuran (6.00 mL, 0.0740 mol). Triphenylphosphine polymer-bound (1.17 g, 0.00217 mol) was then added and the mixture was stirred for 5 minutes. Diisopropyl azodicarboxylate (0.428 mL, 0.00217 mol) was then added and the mixture was stirred for 48 hours at room temperature. The mixture was diluted in ethyl acetate, filtered through CELITE™, concentrated under vacuum and purified by flash chromatography (0-5% MeOH in dichloromethane) to give 0.3672 g of the title compound (68% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546359B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-e9105e36287c4fff8baf3f4d99ba2793
Quellennotizuspto-grants-2013_10