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ChemicalBook CAS DataBase List DI-P-TOLYLACETYLENE

DI-P-TOLYLACETYLENE synthesis

14synthesis methods
-

Yield:2789-88-0 99%

Reaction Conditions:

with copper(l) iodide;palladium diacetate;triethylamine;triphenylphosphine in acetonitrile at 20;Inert atmosphere;Sonogashira coupling;

Steps:

4.2. General procedure for Pd-catalyzed coupling reaction of calcium carbide with aryl iodides
General procedure: A 100 mL round bottom flask with a magnetic stir bar was charged with copper iodide (0.1 equiv), palladium acetate (0.05 equiv), and triphenylphosphine (0.1 equiv) in acetonitrile. The solution was degassed with nitrogen for 20 min. Then, triethylamine (3 equiv), aryl iodides (1 equiv), and calcium carbide (3 equiv) were added. The mixture was stirred at room temperature overnight under nitrogen atmosphere. The reaction mixture was then filtrated through a short plug of silica gel and washed with hexane. The filtrate was evaporated under vacuum to give the desired compound.

References:

Chuentragool, Padon;Vongnam, Kunnigar;Rashatasakhon, Paitoon;Sukwattanasinitt, Mongkol;Wacharasindhu, Sumrit [Tetrahedron,2011,vol. 67,# 42,p. 8177 - 8182] Location in patent:experimental part

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