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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 403859Erstellt: 25. Oktober 2026

Dichloromethane → Methyl 3-methyl-4'-nitrobiphenyl-4-carboxylate

https://huagongshe.com/reaction/403859

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CarbonateHCID 10340—
Edukt4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolaneHCID 2773555—
EduktMethyl 4-bromo-2-methylbenzoateHCID 22031226—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 3-methyl-4'-nitrobiphenyl-4-carboxylateHCID 59385226—

Reaktionsbedingungen

Temperatur82.5 °C

Reaktionsschritte

The compound of example 219 (10 g, 0.044 mol), 4,4,5,5-tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane (13.16 gm, 0.0528 mole) and Pd(dppf)Cl2:CH2Cl2 (1.07 g, 0.00132 mol) were taken in DMF (250 mL) under an argon atmosphere. To this reaction mixture, degassed 2M solution of Na2CO3 (14 g, 0.132 mol, 66.5 mL) was added. The reaction mixture was stirred at 80-85° C. for 1 to 1.5 h. After completion of the reaction, water was added and the product obtained was extracted with ether. The combined ether layer was washed with brine and dried over anhydrous Na2SO4 or MgSO4. The solvent was evaporated and the product was purified by column (silica gel, 20% ethyl acetate in petroleum ether) to obtain the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08748426B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-f22d68aecef143089cc2c8ab56492826
Quellennotizuspto-grants-2014_06