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ChemicalBook CAS DataBase List BENZENE-D5
13657-09-5

BENZENE-D5 synthesis

5synthesis methods
-

Yield:13657-09-5 62 %Chromat.

Reaction Conditions:

with C33H30F3N2NiO2P;tert-butylmagnesium chloride in tetrahydrofuran;diethyl ether at 70; for 24 h;Schlenk technique;Inert atmosphere;chemoselective reaction;

Steps:

General procedure for the catalytic dehalogenation

General procedure: A Schlenk flask was charged with an appropriate amount of complex 6 (0.05mmol, 5.0mol%) and the corresponding bromo, chloro, fluoro or iodo arene (1.0mmol). The flask was cycled with nitrogen and vacuum. Afterwards THF (2.0mL) and a diethylether solution of tert-butyl-magnesiumchloride (0.75mL, 1.5mmol, 2.0M in diethylether) were added. The flask was sealed and heated at 70°C for 24h or stirred at room temperature. After that time, the mixture was cooled and a NH4Cl solution was added. The mixture was extracted with dichloromethane and the organic layer was dried with Na2SO4. n-Dodecane was added and an aliquot was taken for GC-MS analysis. The coupling products were confirmed by GC-MS and NMR analysis using n-dodecane as internal standard. The analytical properties of the products are in agreement with literature data.

References:

Weidauer, Maik;Irran, Elisabeth;Someya, Chika I.;Haberberger, Michael;Enthaler, Stephan [Journal of Organometallic Chemistry,2013,vol. 729,p. 53 - 59] Location in patent:supporting information

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