Reaktion #52430

Reaktionsgleichung

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

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

Intermediate 71

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

ethyl-4-iodo benzoate

ethyl-4-iodo-benzoate

Reagent A

ethyl-4-iodo-benzoate

→

title compound

Ausbeute 91.0%

Ethyl 4-[4-(1-benzyloxycyclopropyl)-phenylethynyl]-benzoate

Ausbeute 91.0%

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, 0.24 mmol) and ethyl-4-iodo benzoate (Reagent A, 72.0 mg, 0.26 mmol) in triethylamine (4 mL) was treated with copper(I)iodide (17.0 mg, 0.09 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (61 mg, 0.09 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-4% EtOAc—hexanes) afforded 85.0 mg (91%) of the title compound as an orange oil.

Quelle