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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75146Erstellt: 25. Oktober 2026

Sodium hydride → 2-[4-(Benzyloxy)phenyl]oxirane

https://huagongshe.com/reaction/75146

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
EduktBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-[4-(Benzyloxy)phenyl]oxiraneHCID 13248717—

Reaktionsschritte

NaH (60%, 0.5 g, 23.6 mmol) was diluted in DMSO (50 mL) and stirred for 30 min at rt under nitrogen. Trimethylsulfoxonium iodide (7.8 g, 35.37 mmol) was added in portions at 0° C. The reaction mixture was stirred for 1 h. Then a solution of 4-benzyloxybenzaldehyde (5 g, 23.58 mmol) in THF (15 mL) was added. The reaction solution was stirred at rt for 3 h. The reaction mixture was poured into ice-water and extracted with ether. The organic layer was dried over Na2SO4 and concentrated to give 2-(4-(benzyloxy)phenyl)oxirane, which was used for the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835426B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f83472feade14f389d273c03cc1e6dd5
Quellennotizuspto-grants-2014_09