ChemicalBook CAS DataBase List (E)-2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol

(E)-2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol synthesis

5synthesis methods

Product Name:(E)-2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
CAS Number:581802-26-8
Molecular formula:C11H21BO3
Molecular Weight:212.09

115-19-5

25015-63-8

(E)-2-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol

581802-26-8

GENERAL METHOD: Tris(2-furyl)phosphine (0.02 mmol, 4.7 mg) was mixed with [Rh(CO)2Cl]2 (0.01 mmol, 3.9 mg) in toluene (10 mL) at room temperature. After stirring for 10 min, a solution of 2-methyl-3-butyn-2-ol (1 mmol) in toluene (1 mL) and pinacolborane (1.2 mmol, 174 μL) were added sequentially to the reaction system. The reaction was stirred at room temperature under nitrogen protection and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched with water and the reaction mixture was subsequently extracted with ether (Et2O). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to remove the solvent. Finally, the residue was purified by silica gel column chromatography to afford the target product (E)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-buten-2-ol.

115-19-5 Synthesis

115-19-5
271 suppliers
$20.00/25mL

73183-34-3
588 suppliers
$6.00/5g

581802-26-8
43 suppliers
$45.00/10mg

Yield:581802-26-8 97%

Reaction Conditions:

with sodium methylate;Cu⁽²⁺⁾*4Cu⁽¹⁺⁾*4I^(1-)*2C₅H₃N₂O₂^(1-)*C₅H₅N*C₂H₇N*3C₃H₇NO in ethanol at 25; for 1 h;Inert atmosphere;

Steps:

2.3. Typical procedure for the hydroborylation of alkynes

General procedure: The typical experimental procedure for the hydroborylation ofalkynes is as follows: a mixture of alkyne (2 mmol), compound 1(0.006 mmol), bis(pinacolato)diboron (2.5 mmol), NaOMe(0.2 mmol) and 5 mL EtOH were successively added into a reaction flask equipped with a Ar (99.99%) balloon. Then the flask was vacuumedand charged in Ar three times to exclude air in the reactionsystem. Subsequently, the obtained reaction mixture was magneticallystirred at 25 °C for 1 h. After the reaction was completed, thecatalysts were separated by filtration and the yield was determinedby GC analysis. The pure products were obtained by columnchromatography on silica gel (petroleum ether/ethyl acetate as aneluent).

References:

Gao, Ning;Hu, Tianding;Kang, Xiaomin;Lan, Xingwang;Wang, Zhenguang;Wu, Zhi-Lei;Zhao, Bin [Journal of Catalysis,2021,vol. 404,p. 250 - 257]

115-19-5 Synthesis

115-19-5
271 suppliers
$20.00/25mL

25015-63-8
223 suppliers
$22.39/5G

581802-26-8
43 suppliers
$45.00/10mg

References