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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2170618Erstellt: 25. Oktober 2026

Methyl iodide → Methyl 1-(p-tolyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/2170618

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt1-(p-Tolyl)cyclopropanecarboxylic acidHCID 98639—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 1-(p-tolyl)cyclopropanecarboxylateHCID 5744330564%

Reaktionsschritte

To a solution of 1-(p-tolyl)cyclopropanecarboxylic acid (900 mg, 5.1 mmol) in acetonitrile (20 mL) was added DBU (917 μL) followed by methyl iodide (1.91 mL). The resulting solution was heated at reflux overnight, and then diluted with AcOEt. The mixture was washed with a 0.5 N HCl solution, a saturated solution of NaHCO3, and brine, dried on MgSO4, and concentrated. The resulting colorless oil was purified by chromatography on silica gel (Hexane/ethyl acetate 9/1) to afford the title compound as a colorless oil (622 mg, 64%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09051265B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-26cd73b39ef24724b7e91aee27671a72
Quellennotizuspto-grants-2015_06