Reaktion #52431

Reaktionsgleichung

1-ethynyl-4-(1-benzyloxycyclopropyl)-benzene

ethyl 4-[4-(1-isopropoxycyclopropyl)-phenylethynyl]-benzoate

Intermediate 71

ethyl 4-[4-(1-isopropoxycyclopropyl)-phenylethynyl]-benzoate

methyl-(4-iodophenyl)-acetate

4-iodo phenyl acetic acid methyl ester

Reagent B

4-iodo phenyl acetic acid methyl ester

→

title compound

Ausbeute 161.4%

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

Ausbeute 161.4%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes

Vorschrift

Using General Procedure F; 1-ethynyl-4-(1-benzyloxycyclopropyl)-benzene (Intermediate 71, 60.0 mg, 0.20 mmol) and methyl-(4-iodophenyl)-acetate (Reagent B, 66.0 mg, 0.24 mmol) in triethylamine (5 mL) was treated with copper(I)iodide (15.0 mg, 0.08 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (56 mg, 0.08 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-7% EtOAc—hexanes) afforded 64.0 mg (81%) of the title compound as a yellow oil.

Quelle