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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33814Erstellt: 24. Oktober 2026

Monobenzone → Methyl 3-(4-(2-[4-(benzyloxy)phenoxy]ethyl)phenyl)-2-chloropropanoate

https://huagongshe.com/de/reaction/33814

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMonobenzoneHCID 7638—
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
EduktMethyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoateHCID 86600802—
LösungsmittelTolueneHCID 1140—
ProduktMethyl 3-(4-(2-[4-(benzyloxy)phenoxy]ethyl)phenyl)-2-chloropropanoateHCID 8660080367,1%

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

Triphenylphosphine (2.4 g, 9 mmol) was added to a solution of methyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoate (2.1 g, 8.5 mmol) and 4-(benzyloxy)phenol (1.7 g, 8 mmol) in 20 ml toluene under nitrogen atmosphere. The solution was warmed to 55° C. and diisopropyl azodicarboxylate (1.8 g, 9 mmol) was added. The reaction mixture was stirred at 55° C. overnight. The mixture was allowed to cool and the solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography using a 80:20 mixture of heptane and EtOAc as eluent to yield 2.28 g of the desired product (yield 61%) as colourless crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429675B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-b1dbfc4476ed401d93f87254f4a51af6
Quellennotizuspto-grants-2008_09