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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7356Erstellt: 24. Oktober 2026

Water → Methyl 4-(cyclopropylidenemethyl)benzoate

https://huagongshe.com/de/reaction/7356

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl 4-FormylbenzoateHCID 15294—
EduktSodium hydrideHCID 24758—
EduktCyclopropyltriphenylphosphonium bromideHCID 2723931—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 4-(cyclopropylidenemethyl)benzoateHCID 1160081269,8%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a suspension of sodium hydride (60%, 0.27 g) in tetrahydrofuran (40 mL) was added cyclopropyltriphenylphosphonium bromide (2.6 g), and the mixture was stirred at 70° C. for 2 hours. To the reaction mixture was added methyl terephthalaldehydate (1.0 g), and the mixture was stirred at 70° C. for 7 days. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/dichloromethane=1/1) to give methyl 4-(cyclopropylidenemethyl)benzoate (0.80 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087579B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-b693a864a5f84c91904645550a8b9dac
Quellennotizuspto-grants-2006_08