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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270128Erstellt: 24. Oktober 2026

Triphenylphosphine → (2R)-2-[(5-Methoxy-2-nitrophenoxy)methyl]oxirane

https://huagongshe.com/de/reaction/270128

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt5-Methoxy-2-nitrophenolHCID 219635—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(-)-GlycidolHCID 6973630—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2R)-2-[(5-Methoxy-2-nitrophenoxy)methyl]oxiraneHCID 8660149272,2%

Reaktionsschritte

To a mixture of (2S)-oxiran-2-ylmethanol (296.3 mg, 4.0 mmol), 5-methoxy-2-nitrophenol (676.6 mg, 4.0 mmol) and triphenyl phosphine (1.05 g, 4.0 mmol) in THF (10 mL) was added diethyl azodicarboxylate (DEAD, 704.6 mg, 4.0 mmol) in THF (5 mL) dropwise at room temperature. After addition was completed the reaction mixture was stirred at room temperature overnight. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (040% ethyl acetate in petroleum spirit) to give the subtitled compound (650 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449475B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-a161776fb2e24e1792f765b9ca986115
Quellennotizuspto-grants-2008_11