Cesium carbonate → N-{2-[4-(3,4-Dimethoxy-phenylethynyl)-phenyl]-1-methyl-ethyl}-acetamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Cesium carbonate	HCID 10796	—
Edukt	Sodium Bicarbonate	HCID 516892	—
Edukt	4-Ethynyl-1,2-dimethoxybenzene	HCID 3616421	—
Edukt	N-(1-(4-Iodophenyl)propan-2-YL)acetamide	HCID 66611344	—
Katalysator	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Katalysator	Dichlorobis(triphenylphosphine)palladium	HCID 6102075	—
Lösungsmittel	Tetrahydrofuran	HCID 8028	—
Produkt	N-{2-[4-(3,4-Dimethoxy-phenylethynyl)-phenyl]-1-methyl-ethyl}-acetamide	HCID 66613362	—

Reaktionsschritte

To 0.40 g (1.32 mmol) N-[2-(4-iodo-phenyl)-1-methyl-ethyl]-acetamide (I52.1) and 0.21 g (1.32 mmol) 3,4-dimethoxyphenyl acetylene in 5 mL THF are added 0.10 g (0.13 mmol) bis-(triphenylphosphin)-palladium(II)-chlorid, 26.0 mg (0.14 mmol) CuI and 0.56 g (1.72 mmol) Cs2CO3. The mixture is stirred in a sealed tube at r.t. over night. The reaction mixture is poured onto sat. aq. NaHCO3 solution and extracted with EtOAc (2×). The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by HPLC (ACN/MeOH/TFA).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08835472B2
Quelldatensatz	uspto-grants-2014_09
ORD ID	ord-027e1d3eeb164d9fb13b5943452b1879
Quellennotiz	uspto-grants-2014_09