Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 882790Erstellt: 26. Oktober 2026

Acetyl chloride → 2-Methyl-benzooxazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/882790

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyl chlorideHCID 6367—
EduktTriethylamineHCID 8471—
EduktBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
EduktEthyl 2-amino-3-hydroxybenzoateHCID 14167647—
LösungsmittelO-XyleneHCID 7237—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Methyl-benzooxazole-4-carboxylic acid ethyl esterHCID 59316840—

Reaktionsschritte

A mixture of 2-amino-3-hydroxy-benzoic acid ethyl ester (5.52 mmol; J. Reisch, G. M. K. B. Gunaherath Monatshefte für Chemie, 1988, 119, 1169-1178), acetyl chloride (6.07 mmol), NEt3 (6.07 mmo) and pyridinium p-toluenesulfonate (1.47 mmol) in xylene (60 mL) is heated at reflux for 16 h, cooled to rt, diluted with EtOAc and washed with water. The organic layer is dried over MgSO4 and concentrated in vacuo to give a crude product which is purified by flash chromatography (gradient: heptane to heptane/EtOAc 6/4). LC-MS: tR=0.81 min; [M+H]+=206.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08236801B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-9c140c3a7bd94a99b0ac4d9bdce1a0ac
Quellennotizuspto-grants-2012_08