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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 574315Erstellt: 26. Oktober 2026

Methanol → Methyl 2-amino-4-methylbenzoate

https://huagongshe.com/reaction/574315

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktSulfuric AcidHCID 1118—
Edukt4-Methylanthranilic acidHCID 75316—
ProduktMethyl 2-amino-4-methylbenzoateHCID 1120596582%

Reaktionsschritte

Concentrated sulphuric acid (1 mL) was added to a solution of 2-amino-4-methyl-benzoic acid (1.0 g, 6.62 mmol) in dry methanol (10 mL) at 0° C., and then heated at reflux for 16 hr. The mixture was cooled to room temperature and concentrated in vacuo. The crude compound was diluted with water (25 mL) and basified with sodium bicarbonate (10 mL). The aqueous layer was extracted with ethyl acetate (2×50 mL) and the combined organic layers were washed with water (50 mL), brine (50 mL) and dried over sodium sulfate. The organic layer was concentrated under reduced pressure affording 2-amino-4-methyl-benzoic acid methyl ester (900 mg, 82%) as yellow liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09034887B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-f7a055b4162445569208edc4dad34a54
Quellennotizuspto-grants-2015_05