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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 922194Erstellt: 26. Oktober 2026

Methanol → (1R,2R)-2-(4-aminophenyl)cyclopropane-1-carboxylic acid

https://huagongshe.com/reaction/922194

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTetrahydrofuranHCID 8028—
EduktSodium HydroxideHCID 14798—
Eduktrac-methyl (1R,2R)-2-(4-aminophenyl)cyclopropane-1-carboxylateHCID 68667437—
LösungsmittelWaterHCID 962—
Produkt(1R,2R)-2-(4-aminophenyl)cyclopropane-1-carboxylic acidHCID 6866831497,2%

Reaktionsschritte

To a 25 mL RB flask fitted with magnetic stirrer was charged 5 mL of methanol: and 5 mL of THF. To the stirred solvent, was added methyl (1R,2R)-2-(4-aminophenyl)cyclo propane carboxylate (1 g, 5.23 mmol) and NaOH (0.627 g, 15.69 mmol) in water (3 mL). The resulting solution was stirred at RT for 3 h. After completion of the reaction (reaction monitored by TLC), solvent was removed under reduced pressure. The RM was diluted with 3 mL of water, cooled to 0° C., then acidified to pH 3 with 1N HCl, and extracted with ethyl acetate (50 mL×2). The organic layer was washed water (50 mL), and saturated brine solution (30 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The product was obtained as white color solid (0.9 g, yield: 97.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09278915B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-4e0cd967895646a8b8319c0782d89f42
Quellennotizuspto-grants-2016_03