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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22599Erstellt: 24. Oktober 2026

Benzonitrile, 3-(bromomethyl)- → 3-(2-(7-Chloroquinolin-2-yl)ethyl)benzonitrile

https://huagongshe.com/de/reaction/22599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzonitrile, 3-(bromomethyl)-HCID 97249—
Edukt7-Chloro-2-methylquinolineHCID 138395—
EduktLithium diisopropylamideHCID 2724682—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-(7-Chloroquinolin-2-yl)ethyl)benzonitrileHCID 9994506—

Reaktionsschritte

To a solution of 7-chloroquinaldine (17.7 g) in THF (80 mL) at -78° was added a solution of 100 mL lithium diisopropylamide (LDA) (1M) dropwise. After addition the solution was warmed to -20° and added dropwise to 3-cyanobenzyl bromide (20 g) in THF (80 mL) at 0°. The reaction mixture was stirred 1 hr at 0° and warmed to room temperature (30 min). The mixture was partitioned between pH 7 buffer (25% NH4OAc) and ethyl acetate. The organic layer was dried and evaporated. Flash chromatography of the residue using 30% ether in hexane afforded the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428171
Quelldatensatzuspto-grants-1995_06
ORD IDord-0346e4d19e474aaeb7d254f608fadec3
Quellennotizuspto-grants-1995_06