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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1661853Erstellt: 24. Oktober 2026

Phosphinic Acid → 9-{Hydroxy-[1-(7-methoxycarbonyl-heptyl)-decyl]-phosphinoyl}-octadecanoic acid methyl ester

https://huagongshe.com/de/reaction/1661853

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphinic AcidHCID 4124402—
EduktMethyl OleateHCID 5364509—
KatalysatorDi-tert-amyl peroxideHCID 25320—
Produkt9-{Hydroxy-[1-(7-methoxycarbonyl-heptyl)-decyl]-phosphinoyl}-octadecanoic acid methyl esterHCID 8706608195,6%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

3.1 mL (0.03 moles) of 50% aqueous hypophosphorous acid and 16.92 g (0.06 moles) of methyl oleate (CE-1897 from P&G Chemical; iodine value=90) are mixed in a 100 mL single neck flask equipped with a distillation head. The mixture is purged with argon to remove oxygen and is heated under argon at 140° C. to remove water. After water is removed the mixture is cooled and 0.5 mL (0.0023 moles) of di-tert-amylperoxide are added and the mixture is purged with argon to remove oxygen and is heated under argon for 5 hours at 140° C. Tert-amyl alcohol is removed by distillation and 18.9 g (quantitative yield) of 9-{hydroxy-[1-(7-methoxycarbonyl-heptyl)-decyl]-phosphinoyl}-octadecanoic acid methyl ester (mixture of isomers) is obtained as a colorless wax melting near ambient temperature.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030435B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-9bef98b036e14e2da94fb091a983d15d
Quellennotizuspto-grants-2011_10