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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 583809Erstellt: 27. Oktober 2026

Hydrochloric Acid → 4-Hydroxy-o-toluic acid

https://huagongshe.com/reaction/583809

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktLithium HydroxideHCID 3939—
EduktMethyl 2-methyl-4-trimethylsilyloxybenzoateHCID 21879730—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produkt4-Hydroxy-o-toluic acidHCID 6847531,6%

Reaktionsschritte

A 100 mL round bottom flask equipped with magnetic stir bar was charged with 5.7 g methyl 2-methyl-4-trimethylsilyloxybenzoate and 2.0 g LiOH in 40 mL methanol and 10 mL water. After 2 hours at reflux the reaction was poured into 10 mL concentrated HCl and then 100 g ice. Extraction with ethyl acetate followed by concentration in vacuo gave a crude solid (70:30) product:starting material. Flash Chromatography using 50—50 ethyl acetate/hexanes as an eluent gave 1.15 g 2-methyl-4-hydroxybenzoic acid, m/e=193 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06924286B1
Quelldatensatzuspto-grants-2005_08
ORD IDord-ba945a1148974ebd8c2017998c917847
Quellennotizuspto-grants-2005_08