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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 388240Erstellt: 24. Oktober 2026

Toluene → HCID 53742787, Verbindung

https://huagongshe.com/de/reaction/388240

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktCesium carbonateHCID 10796—
Edukt1-Bromo-3,5-dinitrobenzeneHCID 44534—
Edukt2-Cyclopropyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dioneHCID 44138342—
LösungsmittelWaterHCID 962—
ProduktHCID 53742787HCID 5374278764%

Reaktionsschritte

In a 250 mL round bottom flask to a solution of 3-bromo 1,5-dinitrobenzene (2.1 g, 8.50 mmol) in toluene (90 mL) tricyclohexylphosphine (0.72 g, 2.55 mmol), Cs2CO3 (16.58 g, 51 mmol), cyclopropylboronic acid MIDA ester (2.35 g, 11.90 mmol) and 10 ml de-ionized water were added and the solution was degassed with nitrogen for 30 minutes. To the above solution Pd (OAc)2 (0.29 g, 1.28 mmol) was added under nitrogen and the reaction mixture was refluxed for 12 hours. LC MS analysis of the crude reaction indicated the completion of the reaction. The crude reaction mixture was filtered on celite pad and the volatiles were removed under reduced pressure. The dark brown oil was worked-up with 2×100 mL ethyl acetate and water (100 mL), dried on MgSO4 and ethyl acetate was evaporated under reduced pressure. The crude reaction mixture was separated by column chromatography to give Compound 8 in 64% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08377924B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-d20d963b4e424415bca180fc99270348
Quellennotizuspto-grants-2013_02