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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1602538Erstellt: 26. Oktober 2026

Water → 2-(1-cyclopropylethoxy)Acetic acid

https://huagongshe.com/reaction/1602538

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBromoacetic AcidHCID 6227—
EduktSodium hydrideHCID 24758—
Edukt1-CyclopropylethanolHCID 79104—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(1-cyclopropylethoxy)Acetic acidHCID 2211423529,9%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a suspension of NaH (80% in oil) (15.7 g, 523 mmol) in THF (180 mL) at 0° C. were added bromoacetic acid (28.0 g, 203 mmol) and a-methylcyclopropane methanol (10.0 g, 116 mmol). The resulting mixture was then stirred at 70° C. After a period of 18 h, the reaction mixture was poured over cold H2O and the H2O phase was extracted once with Et2O. The water phase was acidified with HCl and extracted twice with Et2O. The ether was dried over MgSO4, filtered and evaporated under reduced pressure. The crude oil was then purified by flash chromotography (40% EtOAc in hexane to 40% EtOAc in Hexane+AcOH) to provide 5.0 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05981576
Quelldatensatzuspto-grants-1999_11
ORD IDord-564d8bf75a0c4a8a897651ef71e8a4f7
Quellennotizuspto-grants-1999_11