Reaktion #52425

Reaktionsgleichung

1-ethynyl-4-(1-isopropoxycyclopropyl)-benzene

Intermediate 66

1-ethynyl-4-(1-isopropoxycyclopropyl)-benzene

methyl-(4-iodophenyl)-acetate

4-iodo phenyl acetic acid methyl ester

Reagent B

4-iodo phenyl acetic acid methyl ester

→

title compound

Ausbeute 70.2%

Methyl{4-[4-(1-isopropoxycyclopropyl)-phenylethynyl]-phenyl}-acetate

Ausbeute 70.2%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes

Vorschrift

Using General Procedure F; 1-ethynyl-4-(1-isopropoxycyclopropyl)-benzene (Intermediate 66, 95.0 mg, 0.45 mmol) and methyl-(4-iodophenyl)-acetate (Reagent B, 131.0 mg, 0.45 mmol) in triethylamine (6 mL) was treated with copper(I)iodide (30.0 mg, 0.16 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (111 mg, 0.16 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-8% EtOAc—hexanes) afforded 110.0 mg (70%) of the title compound as an orange oil.

Quelle