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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1672612Erstellt: 26. Oktober 2026

Sodium Carbonate → Methyl 4-({{2-[2-(4-bromobenzyloxy)phenyl]ethyl}-[2-(4-cyanophenyl)ethyl]amino}methyl)benzoate

https://huagongshe.com/reaction/1672612

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-(2-Bromoethyl)benzonitrileHCID 12886548—
EduktMethyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoateHCID 22014995—
LösungsmittelAcetonitrileHCID 6342—
ProduktMethyl 4-({{2-[2-(4-bromobenzyloxy)phenyl]ethyl}-[2-(4-cyanophenyl)ethyl]amino}methyl)benzoateHCID 5786433670,5%

Reaktionsschritte

200 mg (0.44 mmol) of methyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoate from Example 5A, 101 mg (0.48 mmol) of 4-(2-bromoethyl)benzonitrile and 51.4 mg (0.48 mmol) of sodium carbonate are heated in 5 ml of acetonitrile to reflux for 5 hours. A further 101 mg (0.48 mmol) of 4-(2-bromoethyl)benzonitrile are then added, and the reaction solution is stirred further under reflux overnight. After the reaction solution has cooled, the mixture is concentrated to dryness, and the residue is taken up in ethyl acetate and washed with water and saturated sodium chloride solution. Drying over sodium sulfate is followed by filtration and concentration. The crude product is purified by preparative HPLC. 183 mg (0.31 mmol, 69% yield) of a pale yellow oil are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07998988B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-1f957519f4314044a0714ae332694a96
Quellennotizuspto-grants-2011_08