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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 378583Erstellt: 25. Oktober 2026

Sodium Hydroxide → 2-benzylidene-3-hydroxypropionic Acid

https://huagongshe.com/reaction/378583

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktMethyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoateHCID 53678280—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produkt2-benzylidene-3-hydroxypropionic AcidHCID 53814624—

Reaktionsschritte

The product (143.9 g) in Reference Example 2, namely 2-benzylidene-3-acetoxypropionate methyl ester, is dissolved in methanol (400 ml), followed by addition of an aqueous solution of sodium hydroxide (96.0 g; 2.40 mol; purity of 97%) in water (800 ml). The resulting mixture is stirred at ambient temperature for 90 minutes. The reaction solution is concentrated under reduced pressure to distill off methanol, followed by addition of water (100 ml) and 36% hydrochloric acid (250 ml) for adjusting the resulting mixture to neutrality and subsequent extraction into ethyl acetate (600 ml). The resulting organic phase is washed with saturated saline (300 ml). After filtering off insoluble matters, the resulting solution is concentrated under reduced pressure. To the resulting residue is added toluene (250 ml×4), and the mixture is concentrated under reduced pressure to remove acetic acid to give a crude product of the title compound (107.8 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06031121
Quelldatensatzuspto-grants-2000_02
ORD IDord-b28dfe942fbd49dfb647d6d74f5e7623
Quellennotizuspto-grants-2000_02