ChemicalBook CAS DataBase List 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane synthesis

10synthesis methods

Product Name:2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number:61676-62-8
Molecular formula:C9H19BO3
Molecular Weight:186.06

76-09-5

5419-55-6

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

61676-62-8

Step c) Preparation of isopropyl pinacol borate: triisopropyl borate (261.0 g, 1.388 mol) and pinacol (142.5 g, 1.207 mol) were added to a 20 L four-necked flask, and the mixture was heated to about 90 °C and maintained for 12 to 16 hours. The progress of the reaction was monitored by gas chromatography (GC), and the completion of the reaction was measured by a pinacol content of less than 4.0%. Upon completion of the reaction, a distillation operation was performed to collect fractions with boiling points between 174 and 178 °C to obtain the target product isopropanol pinacol borate as a colorless oil. Yields ranged from 80-90% in six 20 L batches of the operation.GC analysis showed a product purity of 87-96%, while 1H NMR analysis indicated an extremely high product purity. [The difference between GC purity and 1H NMR purity is attributed to the instability of the product under GC conditions].

108-21-4
621 suppliers
$10.00/25ml

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

2-Ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaboralane

1126-93-8
60 suppliers
$11.00/1g

61676-62-8
321 suppliers
$11.19/5G

Yield:61676-62-8 93%

Reaction Conditions:

with trimethylsilylmethyllithium in neat (no solvent) at 20; for 6 h;Schlenk technique;Glovebox;Inert atmosphere;chemoselective reaction;

Steps:

5.2 General procedure for the synthesis of compounds 4a-4o

General procedure: Catalyst 1 (3mol%), esters (0.5mmol, 1 equiv.), and corresponding HBpin (1.0mmol, 2 equiv.) were placed in a 25mL Schlenk flask equipped with a magnetic stir bar inside the glove box. Then the reaction mixture was stirred at room temperature for six hours. The progress of the reaction was monitored by ¹H NMR, based on the internal standard, HMB (10mol%). In all cases, yields were calculated based on isolated yields.

References:

Bandyopadhyay, Ayan;Bhattacharjee, Jayeeta;Kumar Singh, Saurabh;Kumari, Kusum;Moorthy, Shruti;Panda, Tarun K.;Sai Kumar, Gobbilla [Polyhedron,2022,vol. 219,art. no. 115784] Location in patent:supporting information

76-09-5 Synthesis

76-09-5
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$10.00/1g

5419-55-6
395 suppliers
$12.00/5g

61676-62-8
321 suppliers
$11.19/5G

References

5419-55-6
395 suppliers
$12.00/5g

61676-62-8
321 suppliers
$11.19/5G

References

97-62-1 Synthesis