ChemicalBook CAS DataBase List 2,4,6-TRIMETHYLBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER

2,4,6-TRIMETHYLBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER synthesis

5synthesis methods

Product Name:2,4,6-TRIMETHYLBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER
CAS Number:214360-78-8
Molecular formula:C14H21BO2
Molecular Weight:232.13

576-83-0 Synthesis

576-83-0
252 suppliers
$31.00/25g

201733-56-4 Synthesis

201733-56-4
261 suppliers
$5.00/1g

2,4,6-TRIMETHYLBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER

214360-78-8
44 suppliers
$34.39/1g

Yield:214360-78-8 95%

Reaction Conditions:

with tris(1,5-diphenylpenta-1,4-dien-3-one)dipalladium;2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole;caesium acetate in 1,4-dioxane at 20 - 110; for 0.5 h;Schlenk technique;Inert atmosphere;

Steps:

4 2,4,6-trimethylphenylboronic acid neopentyl glycol estersynthesis

In a 20 mL Schlenk tube,Tris (dibenzylideneacetone) dipalladium (0.0046 g, 0.005 mmol) and a ligand (palladium: ligand: 0.5 mol%: 4.0 mol%) were added followed by a magnetic force with a Teflon coating Stirring sticks,The system was replaced by nitrogen protection, 0.5 mL freshly distilled 1,4-dioxane was added,Stir well while stirring for 10 minutes to form a palladium complex.Then 2,4,6-triethylbenzene bromide (0.5 mmol) was added under nitrogen,Neopentyl glycol boronate (0.6 mmol) and cesium acetate (1.5 mmol) were added.Finally 1,4-dioxane solution (1 ml) was added and stirring was continued for 5 minutes at room temperature.The Schlenk tube was then placed in a preheated 110 ° C oil bath for 30 minutes. After the reaction is completed,After cooling the reaction tube to room temperature and detecting the consumption of the aryl chloride by thin layer chromatography, the reaction was stopped,About 10 ml of water was added to the system, about 10 ml of ethyl acetate was added, and the organic layer was subjected to gas chromatography.Thereafter, about 10 ml of ethyl acetate was further added in three to four times, and the organic phase was combined and concentrated under reduced pressure.Column chromatography products Neopentyl glycol 2,4,6-trimethylbenzeneboronate, isolated yield 95%

References:

CN104327106,2017,B Location in patent:Paragraph 0029; 0030