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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412796Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/412796

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktButylboronic AcidHCID 20479—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt1-Bromo-4-tert-butylbenzeneHCID 77595—
Katalysator(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
LösungsmittelTolueneHCID 1140—
Produkt4-Tert-butyl-1-n-butylbenzeneHCID 52416892%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A 4 mL vial was charged with 4-tert-butylbromobenzene (213 mg, 1.00 mmol), Pd(dba)2 (5.8 mg, 0.01 mmol, 1 mol %), Ph5FcP(t-Bu)2 (14.2 mg, 0.02 mmol, 2 mol %), K3PO4 (430 mg, 2.02 mmol, powdered) and n-butylboronic acid (124 mg, 1.21 mmol). Anhydrous toluene (2 mL) and a stirring bar were added, and the vial was then sealed with a cap containing a PTFE septum and removed from the drybox. The reaction mixture was stirred at 100° C. for 2.5 h. After the starting aryl halide was consumed as determined by GC, the reaction solution was cooled to room temperature. The reaction solution was then adsorbed onto silica gel directly, and the product was isolated by eluting with ethyl acetate/hexanes to give 175 mg (92%) of 4-tert-butyl-1-n-butylbenzene as colorless oil. Kugelrohl distillation was used for further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06562989B2
Quelldatensatzuspto-grants-2003_05
ORD IDord-801f7212aa3d403ea1696374d672f356
Quellennotizuspto-grants-2003_05