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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 64130Erstellt: 24. Oktober 2026

Nitrogen → N-(5-nitrobiphenyl-3-yl)acetamide

https://huagongshe.com/de/reaction/64130

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
EduktN-(3-bromo-5-nitrophenyl)acetamideHCID 10658908—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-(5-nitrobiphenyl-3-yl)acetamideHCID 8950023761%

Reaktionsschritte

A solution of N-(3-bromo-5-nitrophenyl)acetamide of Example 1(c) (1 g, 3.87 mmol) in 1,2-dimethoxyethane (20 ml) was degassed by N2 bubbling for 5 min. Phenyl-boronic acid (0.61 g, 5.04 mmol, 1.3 eq.) was added and the mixture was degassed for another 5 min. Pd(dppf)Cl2 (0.63 g, 0.77 mmol, 0.2 eq.) and aqueous sodium carbonate (1.23 g, 11.6 mmol, 3.0 eq.) were added and the procedure of Example 1(d) was followed. The crude residue of the product was purified by column chromatography (60-120 silica gel, 50% ethyl acetate in hexane) to give the product in 61% yield (0.6 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447091B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-d7937579df9c41098c17dc381f3d5ca0
Quellennotizuspto-grants-2016_09