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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2085227Erstellt: 25. Oktober 2026

Dimethylformamide → alpha-(2'-(2,3-Epoxypropan-1-yloxy)benzylidene)-gamma-butyrolactone

https://huagongshe.com/reaction/2085227

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt3-(2-Hydroxybenzylidene)dihydrofuran-2(3h)-oneHCID 229758—
EduktOxiran-2-ylmethyl 4-nitrobenzenesulfonateHCID 286832—
LösungsmittelWaterHCID 962—
Produktalpha-(2'-(2,3-Epoxypropan-1-yloxy)benzylidene)-gamma-butyrolactoneHCID 7264227899,1%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Dimethylformamide (30 ml) and potassium carbonate (4.4 g) were added to α-(2′-hydroxybenzylidene)-γ-butyrolactone (3 g), and a racemic compound of glycidyl nosylate (3.4 g) was added. The mixture was stirred at 50° C. for 3 hr. Water was added and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give oily α-(2′-(2,3-epoxypropan-1-yloxy)benzylidene)-γ-butyrolactone (3.2 g). This compound (0.4 g) was reacted in methanol with 4-(naphthalen-2-yl)piperidine (0.5 g) in the same manner as in Example 307 to give the title compound, melting point 127-128° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06720320B2
Quelldatensatzuspto-grants-2004_04
ORD IDord-9a155643544b4e3fbf66cdc09909e524
Quellennotizuspto-grants-2004_04