6-tert-Butyl-2,3-naphthalenedicarbonitrile synthesis
- Product Name:6-tert-Butyl-2,3-naphthalenedicarbonitrile
- CAS Number:32703-82-5
- Molecular formula:C16H14N2
- Molecular Weight:234.3
![Benzene,1-ethyl-4-[(4-methylphenyl)sulfonyl]-](/CAS/20180529/GIF/5184-66-7.gif)
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]
7397-06-0
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1203546-60-4
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