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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 358114Erstellt: 24. Oktober 2026

Triphenylphosphine → Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester

https://huagongshe.com/de/reaction/358114

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktSodium HydroxideHCID 14798—
EduktMethyl bromoacetateHCID 60984—
EduktPhosphonium, (2-methoxy-2-oxoethyl)triphenyl-, bromide (1:1)HCID 2733211—
EduktPhosphoniumHCID 5460504—
LösungsmittelBenzeneHCID 241—
LösungsmittelWaterHCID 962—
ProduktAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 1745380%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Triphenyl phosphine (13 g.) was dissolved in dry benzene (60 ml.) and methyl bromoacetate (8.3 g.) was added dropwise. The solution was heated at 70° C., for 2 days, and then cooled and filtered. The residue was washed with benzene and dried to give about 16 g. of (methoxycarbonyl methyl)triphenylphosphonium bromide. The phosphonium salt (B 10 g.) was dissolved in water (250 ml.) and 5% aqueous sodium hydroxide was added dropwise with stirring until the solution became alkaline to litmus. The resulting precipitate was filtered off, washed with water and dried. Crystallisation from ethyl acetate/petroleum spirit gave (methoxycarbonyl methylene) triphenyl phosphorane as a colourless solid in about 80% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04464391
Quelldatensatzuspto-grants-1984_08
ORD IDord-b36eca86bcb04671a0d8f648a4742b63
Quellennotizuspto-grants-1984_08