Reaktion #52438

Reaktionsgleichung

1-ethynyl-4-(1-benzyloxycyclopropyl)-3-methyl-benzene

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

Intermediate 76

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

methyl-(4-iodophenyl)-acetate

4-iodo phenyl acetic acid methyl ester

Reagent B

4-iodo phenyl acetic acid methyl ester

→

title compound

Ausbeute 71.0%

Methyl{4-[4-(1-benzyloxycyclopropyl)-3-methyl-phenylethynyl]-phenyl}-acetate

Ausbeute 71.0%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes

Vorschrift

Using General Procedure F; 1-ethynyl-4-(1-benzyloxycyclopropyl)-3-methyl-benzene (Intermediate 76, 90.0 mg, 0.34 mmol) and methyl-(4-iodophenyl)-acetate (Reagent B, 95.0 mg, 0.34 mmol) in triethylamine (5 mL) was treated with copper(I)iodide (22.0 mg, 0.11 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (80 mg, 0.11 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-4% EtOAc—hexanes) afforded 90.0 mg (71%) of the title compound as a pale-yellow oil.

Quelle