ChemicalBook CAS DataBase List 2,4,6-Trimethylphenylboronic acid

2,4,6-Trimethylphenylboronic acid synthesis

12synthesis methods

Product Name:2,4,6-Trimethylphenylboronic acid
CAS Number:5980-97-2
Molecular formula:C9H13BO2
Molecular Weight:164.01

121-43-7
376 suppliers
$14.00/25mL

576-83-0 Synthesis

576-83-0
256 suppliers
$27.00/25G

5980-97-2
265 suppliers
$10.00/1g

Yield:5980-97-2 85%

Reaction Conditions:

Stage #1: 2,4,6-trimethylphenyl bromidewith magnesium in tetrahydrofuran; for 3 h;Reflux;
Stage #2: Trimethyl borate in tetrahydrofuran at -78 - 20; for 12 h;

Steps:

General procedure of boronic acid synthesis

General procedure: A solution of 1 equiv. (10 mmol) mesitylbromide and 5 ml THF was addeddropwise to 1.2 equiv. (12 mmol, 0.30g) activated Mg turnings in 10 ml THF.After the reaction started, the mixture was refluxed for 3 hours. Then the reactionmixture was cooled to -78°C, and treated with 2 equiv. (20 mmol, 2.0g) offreshly distilled trimethylborate, and then the reaction mixture was allowed to warm up toroom temperature, and stirred overnight (12 hours). The reaction was quenched with 2 equiv.(20 mmol, 20 ml) 1M HCl-solution at 0 °C, then the mixture was stirred at rt. for two hours.The phases were separated and the aqueous phase was washed with 3x10 ml diethyl ether.The combined organic layer was washed with brine three times, dried over anhydrousNa2SO4, filtered off and evaporated to dryness. The resulted solid/oil was suspended in hexane,filtered off, washed with hexane 3 times and dried.

References:

Dorkó, éva;Kótai, Bianka;F?ldes, Tamás;Gy?m?re, ádám;Pápai, Imre;Soós, Tibor [Journal of Organometallic Chemistry,2017,vol. 847,p. 258 - 262] Location in patent:supporting information

576-83-0 Synthesis

576-83-0
256 suppliers
$27.00/25G

5980-97-2
265 suppliers
$10.00/1g

References

67-56-1 Synthesis