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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71853Erstellt: 24. Oktober 2026

1,4-Dibromobenzene → 4-Bromo-4'-t-butoxycarbonylaminobiphenyl

https://huagongshe.com/de/reaction/71853

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,4-DibromobenzeneHCID 7804—
EduktPotassium CarbonateHCID 11430—
Edukt(4-Boc-Aminophenyl)Boronic AcidHCID 3613184—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-Bromo-4'-t-butoxycarbonylaminobiphenylHCID 5961053459%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

4-tert-Butoxycarbonylamino-phenylboronic acid (500 mg, 2.11 mmol), 1,4-dibromo-benzene (2.00 g, 8.44 mmol) Pd(PPh3)4 (122 mg, 0.106 mmol) and a 2 M aqueous solution of potassium carbonate (4.2 mL, 8.44 mmol) were degassed in 1,2-dimethoxyethane (20 mL) for 10 min. The stirred suspension was heated to 80° C. for 3 hours then diluted with ethyl acetate (60 mL) and washed with water and brine. The organic phase was dried over magnesium sulfate and concentrated. The residue was purified by silica column chromatography (0% to 20% EtOAc/hexanes) to provide (4′-Bromo-biphenyl-4-yl)-carbamic acid tert-butyl ester (430 mg, 59%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822430B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-975ad5d4f0f04d9bbea677d976312ba1
Quellennotizuspto-grants-2014_09