ChemicalBook CAS DataBase List 1-Methyl-4-(methylsulfonyl)-benzene

1-Methyl-4-(methylsulfonyl)-benzene synthesis

14synthesis methods

Product Name:1-Methyl-4-(methylsulfonyl)-benzene
CAS Number:3185-99-7
Molecular formula:C8H10O2S
Molecular Weight:170.23

624-31-7 Synthesis

624-31-7
432 suppliers
$9.00/25g

80-48-8 Synthesis

80-48-8
441 suppliers
$5.00/25g

3185-99-7
273 suppliers
$5.00/10g

Yield:3185-99-7 75%

Reaction Conditions:

with 1,1'-bis-(diphenylphosphino)ferrocene;sodium metabisulfite;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;tin;potassium hydrogenphosphate trihydrate;tetrabutylammomium bromide in dimethyl sulfoxide at 100; for 10 h;Inert atmosphere;

Steps:

21 Example 21Synthesis of compound 3u:
Under nitrogen protection, p-methyliodobenzene (0.1 mmol), sodium metabisulfite (0.2 mmol, 2.0 equiv.), Tin powder (0.3 mmol, 3.0 equiv.), 1,1'-bis (diphenylphosphino) Ferrocene palladium dichloride (0.01 mmol, 10 mol%), 1,1'-bis (diphenylphosphine) ferrocene (0.02 mmol, 20 mol%), dipotassium hydrogen phosphate trihydrate (0.2 mmol, 2.0 equiv .), Tetrabutylammonium bromide (0.15 mmol, 1.5 equiv.) Was added to the reaction tube containing the magnet, and after evacuation nitrogen three times, methyl p-toluenesulfonate (0.3 mmol, 3.0 equiv.) Was added, and DMSO was added. (1.0mL), the reaction system was heated to 100 ° C for 10 hours, and the whole aryl iodide was detected on the spot plate. After the reaction system was cooled to room temperature, diluted with water, ethyl acetate (10mL * 3) was added for extraction, and anhydrous It was dried over sodium sulfate, filtered, concentrated, and separated by column chromatography to obtain purified target product 3u (75%).

References:

East China Normal University;Jiang Xuefeng;Meng Yingying;Wang Ming CN110563619, 2019, A Location in patent:Paragraph 0142-0146

FullText