Reaktion #52544

Reaktionsgleichung

4-ethynyl-2-isopropyl-1-(1-methyl-cyclopropoxymethyl)-benzene

Intermediate 166

4-ethynyl-2-isopropyl-1-(1-methyl-cyclopropoxymethyl)-benzene

methyl-(4-iodophenyl)-acetate

4-iodo phenyl acetic acid methyl ester

Reagent B

4-iodo phenyl acetic acid methyl ester

→

title compound

Ausbeute 60.2%

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

Ausbeute 60.2%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes

Vorschrift

Using General Procedure F; 4-ethynyl-2-isopropyl-1-(1-methyl-cyclopropoxymethyl)-benzene (Intermediate 166, 78.0 mg, 0.34 mmol) and methyl-(4-iodophenyl)-acetate (Reagent B, 94.0 mg, 0.34 mmol) in triethylamine (8 mL) was treated with copper(I)iodide (22.0 mg, 0.11 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (79 mg, 0.11 mmol) was added and the reaction mixture was stirred at room temperature for 3.5 hours. Column chromatography (2-5% EtOAc—hexanes) afforded 77.0 mg (60%) of the title compound as a yellow oil.

Quelle