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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 240067Erstellt: 25. Oktober 2026

Sodium Carbonate → 2',5'-Dimethoxy-biphenyl-3-ylamine

https://huagongshe.com/reaction/240067

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-BromoanilineHCID 11562—
Edukt2,5-Dimethoxyphenylboronic acidHCID 2734342—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2',5'-Dimethoxy-biphenyl-3-ylamineHCID 2019982591%

Reaktionsschritte

2,5-dimethoxyphenyl boronic acid (0.126 g, 0.693 mmol) and 3-bromoaniline (0.05 mL, 0.462 mmol) were combined in DME (2 mL) in a flame-dried, round-bottom flask. Na2CO3 (2M, 0.485 mL, 0.970 mmol) and Pd(PPh3)4 (0.017 g, 0.014 mmol) were added to the stirred solution. The reaction was refluxed overnight under argon flow, and subsequently cooled to room temperature. The solvent was removed under vacuum and the resulting residue was resuspended in H20 and extracted with CH2Cl2. The organic phase was dried over MgSO4 and concentrated under vacuum. The crude product was purified by silica column chromatography (0-20% EtOAc/hexanes). The purification was monitored by TLC. The solvent was removed under vacuum from fractions containing product, resulting in 0.091 g in 91% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642788B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-a4c297573b324cb986a1679e0f331f09
Quellennotizuspto-grants-2014_02