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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1529Erstellt: 24. Oktober 2026

Potassium Carbonate → (R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester

https://huagongshe.com/de/reaction/1529

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethyl bromoacetateHCID 60984—
Edukt(R)-2-(4-Hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl esterHCID 59909921—
LösungsmittelAcetoneHCID 180—
Produkt(R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl esterHCID 86752192—

Reaktionsschritte

Potassium carbonate (1.95 g, 14.2 mMol) was added to a solution of (R)-2-(4-hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester (2.96 g, 11.8 mMol) in acetone (50 ml) at room temperature under argon. Methyl bromoacetate (1.81 g, 11.8 mMol) was added dropwise and the reaction mixture was heated at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was taken into ethyl acetate and washed with water (2×30 ml). The organic extracts were dried with sodium sulfate and the solvent evaporated in vacuo. The crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane) to give the title compound as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726165
Quelldatensatzuspto-grants-1998_03
ORD IDord-1f90df0f79374e948d81d55edfef11d9
Quellennotizuspto-grants-1998_03