3-[(3-Pyridinyl)phenyl]boronic acid synthesis
- Product Name:3-[(3-Pyridinyl)phenyl]boronic acid
- CAS Number:351422-72-5
- Molecular formula:C11H10BNO2
- Molecular Weight:199.01
121-43-7
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7732-18-5
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4422-32-6
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351422-72-5
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Yield: 51.5%
Reaction Conditions:
Stage #1:3-(3'-bromophenyl)pyridine with n-butyllithium in tetrahydrofuran;hexane at -78; for 3 h;Inert atmosphere;
Stage #2:Trimethyl borate in tetrahydrofuran;hexane at -78 - 20;Inert atmosphere;
Stage #3:water with hydrogenchloride in tetrahydrofuran;hexane for 0.5 h;Inert atmosphere;
Steps:
1.1-8 Synthesis Example 1-8. Synthesis of <1-h>
<1-h> was synthesized according to Scheme 8 below. In a 5000 mL round bottom flask 240.0 g (1.030 mol) of <1-g> obtained in Scheme 7 was dissolved in 1920 mL of tetrahydrofuran, stirred for 30 minutes under nitrogen, and the reaction temperature was lowered to minus 78 ° C and add normal butyllithium in 1.6 M hexane solution 772.6 mL (1.236 mol) dropwise for 1 hour. After stirring for 2 hours at the same temperature, 172.28 mL (1.545 mol) of trimethylborate is slowly added dropwise.After completion of dropwise addition, the mixture is stirred at room temperature for 12 hours or more.After completion of the reaction, 1000 mL of 2 N hydrochloric acid solution was added thereto, stirred for 30 minutes, and the organic layer and the water layer were separated by layer separation. The organic layer was washed with 1000 mL of water, and the organic layer was concentrated under reduced pressure. After removing all organic layers, 500 mL of methylene chloride, 500 mL of ethyl acetate, and 1000 mL of hexane were added to precipitate crystals, which were then filtered. 105.6 g (yield 51.5%) of were obtained.
References:
SFC Ltd.;Che Jong-tae;Kim Si-in;Lee Sang-hae KR102013399, 2019, B1 Location in patent:Paragraph 0169; 0213-0218
591-18-4
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$5.00/5g
351422-72-5
88 suppliers
$22.10/250mg
1692-25-7
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$5.00/1g
351422-72-5
88 suppliers
$22.10/250mg