Reaktion #80063

Reaktionsgleichung

dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine

Dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine

Intermediate 125

Dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine

Trimethylsilyl acetylene

→

title compound

Ausbeute 88.8%

Dibenzyl-[1-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-amine

Ausbeute 88.8%

Lösungsmittel

—

hexanes

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes
2. 2
   SonstigeThe resulting reaction mixture

Vorschrift

Using General Procedure D; dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine (Intermediate 125, 45.0 mg, 0.11 mmol) in triethylamine (8 mL) was treated with copper(I)iodide (10.0 mg, 0.05 mmol) and then sparged with argon for 5 minutes. Trimethylsilyl acetylene (0.35 g, 3.6 mmols) was then added followed by dichlorobis(triphenylphosphine)palladium(II) (35.0 mg, 0.05 mmol). The resulting reaction mixture was heated to 70° C. for 5 d. The title compound 40 mg (88%) was isolated by chromatography (hexanes).

Quelle