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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 858592Erstellt: 23. Oktober 2026

1,2-Dibromoethane → Methyl 1-(3-bromophenyl)cyclopropane-1-carboxylate

https://huagongshe.com/de/reaction/858592

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromoethaneHCID 7839—
EduktSodium hydrideHCID 24758—
EduktMethyl 2-(3-bromophenyl)acetateHCID 11746402—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 1-(3-bromophenyl)cyclopropane-1-carboxylateHCID 58762755—

Reaktionsschritte

A solution of (3-Bromo-phenyl)-acetic acid methyl ester (4.54 g, 20 mmol) dissolved in dry THF (10 mL) was added dropwise to suspension of NaH (95% dry, 1.05 g, 44 mmol) in DMF (40 mL) and THF (10 mL), under a nitrogen atmosphere, at 0° C. After 30 min, gas evolution ceased, and 1,2-dibromoethane (3.79 mL, 44 mmol) was added dropwise over 20 min. The resulting mixture was stirred for 1 h, then quenched with 1N HCl, extracted with ether, washed with brine, dried over MgSO4, and stripped of solvent. The resulting oil was distilled under high vacuum. The product was collected between 95° C. and 105° C. Yield 2 g, 39%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07148226B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-cade5ce11673478f85747444370f5d82
Quellennotizuspto-grants-2006_12