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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412797Erstellt: 24. Oktober 2026

Butylboronic Acid → 4-Tert-butyl-1-n-butylbenzene

https://huagongshe.com/de/reaction/412797

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktButylboronic AcidHCID 20479—
Edukt1-Bromo-4-tert-butylbenzeneHCID 77595—
EduktPotassium FluorideHCID 522689—
Katalysator(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Tert-butyl-1-n-butylbenzeneHCID 524168115,6%

Reaktionsschritte

A 4 ml vial was charged with 4-tert-butylbromobenzene (1.00 mmol), Pd(dba)2 (0.01 mmol, 1 mol %), Ph5FcP(t-Bu)2 (0.02 mmol, 2 mol %), KF (2.02 mmol, powdered) and n-butylboronic acid (1.21 mmol). Anhydrous THF (2 ml) and a stirring bar were added, and the vial was sealed with a cap containing a PTFE septum and removed from the drybox. The reaction mixture was stirred at room temperature for 18 h. After a starting aryl halide was consumed as determined by GC, the reaction solution was cooled to room temperature. Then the reaction solution was adsorbed onto silica gel directly, and the product was isolated by eluting with ethyl acetate/hexanes to give 220 mg (98%) of 4-tert-butyl-1-n-butylbenzene as a colorless oil. Kugelrohl distillation was used for further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06562989B2
Quelldatensatzuspto-grants-2003_05
ORD IDord-b0b34f4f058149808efdfe46009df2f8
Quellennotizuspto-grants-2003_05