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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2389052Erstellt: 27. Oktober 2026

Tetrahydrofuran → HCID 178421572, Verbindung

https://huagongshe.com/reaction/2389052

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
EduktHCID 178521548HCID 178521548—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 178421572HCID 17842157297%

Reaktionsschritte

The mixture of trans-4-phenyl-cyclohexanol (86.9 mg, 0.000493 mol), (R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one (Example 4, 100.0 mg, 0.0004111 mol) and triphenylphosphine (129 mg, 0.000493 mol) in tetrahydrofuran (4 mL, 0.05 mol) was heated to reflux, and diisopropyl azodicarboxylate (0.0971 mL, 0.000493 mol) was added dropwise and was stirred and refluxed for 3 hours. TLC monitoring showed the reaction to be complete. The mixture was taken up into DCM and subjected to chromatographic purification with EtOAc/hexane (10:90 to 80:20) to give (R)-4-(6-(trans-4-phenylcyclohexyloxy)naphthalen-2-yl)-4-methyloxazolidin-2-one (160 mg, 97% yield). LCMS 402.28 ([M+1]+, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08269043B2
Quelldatensatzuspto-grants-2012_09
ORD IDord-9ece93a3f7924b97a9749a5c1baf8f28
Quellennotizuspto-grants-2012_09