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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 606508Erstellt: 24. Oktober 2026

Toluene → methyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinate

https://huagongshe.com/de/reaction/606508

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt3-Cyanophenylboronic acidHCID 2734325—
Eduktmethyl N-[(4-bromophenyl)sulfonyl]-L-valinateHCID 47337186—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelEthyl AcetateHCID 8857—
Produktmethyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinateHCID 6676916097%

Reaktionsschritte

A suspension of methyl N-[(4-bromophenyl)sulfonyl]valinate obtained in Reference Example 92 (5.00 g, 14.3 mmol), (3-cyanophenyl)boronic acid (2.52 g, 17.1 mmol), tetrakis(triphenylphosphine)palladium (0.330 g, 0.286 mmol) and 2N aqueous sodium carbonate solution (8.57 mL, 17.1 mmol) in EtOH (15 mL)-toluene (50 mL) was heated under reflux for 8 hr under nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from hexane-ethyl acetate to give the title compound as a yellow powder (5.18 g, 97%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07915267B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-8b03e056be9b4eecb0cb5a8f50d27b6a
Quellennotizuspto-grants-2011_03