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ChemicalBook CAS DataBase List 6-tert-Butyl-2,3-naphthalenedicarbonitrile

6-tert-Butyl-2,3-naphthalenedicarbonitrile synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with sodium iodide in N,N-dimethyl-formamide at 70 - 80; for 12 h;

Steps:

General procedure for precursor synthesis

General procedure: To a solution of 4 mmol of o-xylene or tert-butylo-xylene in 12.0 mL of dry CH2Cl2, 14 mmol ofN-bromosuccinimide were added. The reaction mixturewas refluxed and irradiated with a 125 W mercury vaporlamp for 6 h. The mixture was filtered while hot andthe filtrate was evaporated to obtain a yellowish solid.The crude product was dissolved in 12.0 mL of drydimethylformamide (DMF), and 4 mmol of fumaronitrileand 20 mmol of dry NaI were added to the solution. The stirred solution was kept for 12 h at 70-80 °C. The darkreaction mixture was added dropwise to a stirred solutionof 20 mmol of sodium thiosulfate in 300 mL of water.The yellow precipitate was filtered off, washed with waterand acetone, and then purified by a silica-gel column withhexane:ethyl acetate (2:1) as eluent.

References:

de Souza, Thalita F. M.;Antonio, Felipe C. T.;Zanotto, Mateus;Homem-De-Mello, Paula;Ribeiro, Anderson O. [Journal of the Brazilian Chemical Society,2018,vol. 29,# 6,p. 1199 - 1209]

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