ChemicalBook CAS DataBase List 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene synthesis

12synthesis methods

Product Name:3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene
CAS Number:253342-48-2
Molecular formula:C13H19BO2
Molecular Weight:218.1

591-17-3 Synthesis

591-17-3
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$10.00/10g

73183-34-3
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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

253342-48-2
125 suppliers
$6.00/250mg

Yield:253342-48-2 75%

Reaction Conditions:

with meso-tetra(p-tolyl)porphinato-palladium(II);potassium acetate in 1,4-dioxane at 110; for 8 h;chemoselective reaction;Miyaura Borylation Reaction;

Steps:

General Procedure for Miyaura Borylation
General procedure: Aryl/heteroaryl bromide 1 (1 mmol), B2pin2(2), B2npg2(4) orBpin (6, 1.2 mmol), and dioxane (5 mL) are taken into a 25 mLround-bottomed flask. KOAc (2 mmol) was added and stirredthe resultant mixture at room temperature for 5 min, PdII-TpTP(0.15 mol%) was added, and the contents were refluxed on preheatedoil bath at 110 °C under constant stirring in open-air.The reaction progress was ensured by TLC. After completion ofthe reaction, the mixture was cooled, dilute with water (20 mL)and extracted with tertbutylmethyl ether (3 × 10 mL). The combinedn-hexane layers were concentrated, and the crudeproduct obtained was purified by column chromatography (CC)on silica gel using a mixture of ethyl acetate and hexane (1:30)as eluent.

References:

Rao, Kanusu Umamaheswara;Venkateswarlu, Katta [Synlett,2018,vol. 29,# 8,p. 1055 - 1060] Location in patent:supporting information

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