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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 928425Erstellt: 26. Oktober 2026

Methyl iodide → Methyl 1-methyl-1,2,3,4-tetrahydroquinoline-7-carboxylate

https://huagongshe.com/reaction/928425

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktCesium carbonateHCID 10796—
EduktMethyl 1,2,3,4-tetrahydroquinoline-7-carboxylateHCID 16244389—
ProduktMethyl 1-methyl-1,2,3,4-tetrahydroquinoline-7-carboxylateHCID 58081325—

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

A suspension of methyl 1,2,3,4-tetrahydroquinoline-7-carboxylate (380 mg, 1.987 mmol), Cs2CO3 (1295 mg, 3.97 mmol) and iodomethane (0.118 ml, 1.888 mmol) was stirred for 16 hours at 20° C. After that time, more iodomethane (0.118 ml, 1.888 mmol) was added and stirring was continued for 8 hours at 60° C. The reaction mixture was allowed to cool to room temperature, filtered and concentrated under reduced pressure. The crude product was purified by preparative HPLC (Macherey-Nagel Nucleosil 100-10 C18, Flow 40 mL/min, ACN: 2 min at 5%, then to 100% within 17.5 min, RT 15.52 min) to yield the title compound. HPLC (Method H) Rt=3.005 min; MS (Method A) [M+H]+=206.1

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09290485B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-cbca4275af2d4135bc96a25e4dfd630c
Quellennotizuspto-grants-2016_03