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ChemicalBook CAS DataBase List 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE
221018-02-6

4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE synthesis

2synthesis methods
-

Yield: 92%

Reaction Conditions:

with potassium carbonate in ethanol;water at 80; for 0.166667 h;Microwave irradiation;Suzuki coupling;

Steps:

2.3. General procedure for Suzuki reactions
Aryl bromide (0.51 mmol, 1 eq.) was dissolved in a mixture of 8 mL H2O:EtOH (1:1) and placed in a 35-mL microwave tube. To this were added the aryl boronic acid (0.61 mmol, 1.2 eq.) and potassium carbonate (1.53 mmol, 3 eq.). Palladium on graphene nanoparticles (Pd/G) (2.1 mg, 1.53 μmol, 0.3 mol%) were then added, and the tube was sealed and heated under microwave irradiation (250 W, 2.45 MHz) at the certain temperature and time which is indicated in Table 2. Upon the completion of the reaction period, the reaction mixture was diluted with 20 mL of H2O and extracted with CH2Cl2 (3 × 50 mL). The organic layers were combined, dried over anhydrous Na2SO4, and filtered. The solvent in the filtrate was then removed in vacuo to give a solid. The pure products were obtained by flash chromatography using hexane:ethyl acetate as the eluent or by washing the solid products with an appropriate non-polar solvent such as hexanes followed by decanting the hexanes layer.

References:

Siamaki, Ali R.;Khder, Abd El Rahman S.;Abdelsayed, Victor;El-Shall, M. Samy;Gupton, B. Frank [Journal of Catalysis,2011,vol. 279,# 1,p. 1 - 11] Location in patent:experimental part

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