Alternatived Products of [ 934603-99-3 ]
Product Details of [ 934603-99-3 ]
CAS No. : | 934603-99-3 |
MDL No. : | MFCD28975934 |
Formula : |
C18H15BO2
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
274.12
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 934603-99-3 ]
Application In Synthesis of [ 934603-99-3 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 934603-99-3 ]
- 1
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[ 5419-55-6 ]
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[ 98905-03-4 ]
-
[ 934603-99-3 ]
Yield | Reaction Conditions | Operation in experiment |
68% |
Stage #1: 3-bromo-1,1′: 3′1″-terphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; for 1h; Inert atmosphere; |
36.2
Compound 60 (2.9 g, 9.38 mmol) and THF (30 mL) were loaded into a three-necked flask under an Ar atmosphere, and the mixture was cooled to -78C. Then, n-BuLi (1.59 M in n-hexane, 6.1 ml, 9.70 mmol) was added dropwise to the flask, and the resultant mixture was stirred at -78°C for 2 hours. Next, triisopropyl borate (5.45 g, 29.0 mmol) was added to the resultant, and the mixture was stirred at -78 °C for 2 hours. After that, the resultant was left to stand at room temperature overnight. Then, 1N HCl (20 mL) was charged into the resultant, and the mixture was stirred at room temperature for 1 hour. The resultant sample was concentrated, and was then transferred to a separating funnel. Water (100 mL) was charged into the funnel, and the mixture was extracted with CH2Cl2. The extract was dried with MgSO4 and was then filtered and concentrated. The resultant sample was purified by recrystallization (toluene-hexane), whereby a white solid was obtained in an amount of 1.74 g in 68% yield. |
- 2
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[ 934603-99-3 ]
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[ 19654-14-9 ]
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C31H21NS
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
82% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In ethanol; water; toluene; for 3.0h;Reflux; |
Intermediate 6 (29.8 g, 103 mmol), m-terphenylboronic acid(30.0 g, 109 mmol), a mixed solution of toluene / ethanol (2: 1, 300 mL) and an aqueous solution of tripotassium phosphate (2.0 M, 135 mL) were added in that order, followed by nitrogen bubbling for 30 minutes.Pd (PPh 3) 4 (3.10 g, 2.68 mmol) was added thereto, and the mixture was stirred for 3 hours while heating under reflux. After returning to room temperature, distilled water was added and extraction was carried out using toluene.The organic layer was washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography to give Intermediate 14 (36.9 g, yield 82%). |
45.9 g |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In ethanol; water; toluene; at 100.0℃; for 4.0h;Inert atmosphere; |
In a 1-L eggplant flask, 31.7 g of 2- (3-bromophenyl) benzothiazole,B- [1,1 ?: 3 ?, 1 ? -terphenyl] -3-ylboronic acid: 33.7 g,Tetrakis (triphenylphosphine) palladium (0): 2.2 g is put,Furthermore, nitrogen bubbled toluene: 350 mL, ethanol: 100 mL, and 2M tripotassium phosphate aqueous solution: 200 mL were added, and the mixture was stirred at 100 C. for 4 hours.After cooling to room temperature, the aqueous phase was removed, the solvent was removed, and the resulting residue was subjected to silica gel column chromatography (gel 600 mL,Dichloromethane / hexane = 3/7 ? 5/5) to obtain 45.9 g of intermediate 4. |
- 3
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[ 934603-99-3 ]
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[ 19654-14-9 ]
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C69H51IrN2O2S2
[ No CAS ]
- 4
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[ 934603-99-3 ]
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[ 10202-45-6 ]
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C45H29N3S
[ No CAS ]
- 5
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[ 934603-99-3 ]
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[ 10202-45-6 ]
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C33H22ClN3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
57% |
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; toluene; at 60℃; for 4h;Inert atmosphere; |
2-(4-biphenylyl)-4,6-dichloro-1,3,5-triazine (0.5 g) and [1,1′3′,1″-terphenyl]-3-yl-boronic acid (synthesized according to the description of JP5357150B2) (0.5 g), dichlorobis(triphenylphosphine)palladium (1.1 mg) was dissolved in toluene (8 mL), and the inside of the vessel was replaced with argon. Thereafter, a 2M aqueous solution of sodium carbonate (33 mL) was added thereto, and the mixture was heated at 60 C. under an argon atmosphere and stirred for 4 hours. Water was added to the reaction solution, and precipitated solids were collected by filtration. The solids were recrystallized from toluene to obtain Intermediate F (0.46 g, 57% in yield). |