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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
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CAS No. : | 1095-03-0 | MDL No. : | MFCD00059011 |
Formula : | C18H15BO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 290.12 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 8,6.1 |
Precautionary Statements: | P261-P280-P301+P310-P305+P351+P338-P310 | UN#: | 2923 |
Hazard Statements: | H301+H311+H331-H318 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
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The following are mentioned as examples of boric acid esters: ... boric acid tri-n-hexyl ester, boric acid tricyclohexyl ester, boric acid tri-(beta-methoxyethyl)-ester, boric acid tri-(beta-fluoroethyl)-ester, boric acid triphenylester, boric acid tri-(p-chlorophenyl)-ester, boric acid tri-(p-methoxyphenyl)-ester and boric acid tri-(beta-hydroxyethyl)-ester. |
Yield | Reaction Conditions | Operation in experiment |
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With sodium hydroxide; potassium carbonate;tetrakis(triphenylphosphine)palladium (0); In methanol; ethanol; toluene; | REFERENCE EXAMPLE 56 A suspension of methyl 3-bromocinnamate (3.8 g), phenyl borate (2.0 g), 1M potassium carbonate (20 ml) and ethanol (10 ml) in toluene(100 ml) was stirred under argon atmosphere at room temperature for 30 minutes. To the reaction mixture was added tetrakistriphenylphosphinepalladium (0.9 g), and the mixture was refluxed over night and extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column (ethyl acetate/hexane) to give colorless crystals (3.6 g), 1.8 g of which was dissolved in a solution of methanol (100 ml) and 1N sodium hydroxide (20 ml). The mixture was stirred at room temperature over night, concentrated, neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated to give 3-phenylcinnamic acid (1.5 g) as colorless crystals. 1 H-NMR(delta ppm, CDCl3): 6.54 (1H, d, J=16.0 Hz), 7.39-7.67 (8H, m), 7.76-7.77 (1H,m), 7.87 (1H,d,J=16.0 Hz). IR(KBr) nu 1709 cm-1. Anal. for C15,H12 O2: Calcd. C,80.34; H,5.39. Found C,80.62; H,5.40. |
Yield | Reaction Conditions | Operation in experiment |
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With sodium carbonate; In ethanol; toluene; | PREPARATION 108 2-Methylamino3-nitro-6-phenylpyridine 50 ml of a 2N aqueous solution of sodium carbonate and 0.34 g of 20% w/w palladium hydroxide on charcoal were added to a solution of 5.0 g of 6-chloro-2-methylamino-3-nitropyridine (prepared as described in Preparation 66) and 3.9 g of phenyl borate in 80 ml of a 1:1 by volume mixture of ethanol and toluene, and the resulting mixture was stirred at 105 C. for 4.5 hours. At the end of this time, the reaction mixture was filtered to remove the palladium hydroxide on charcoal. The filtrate was concentrated by evaporation under reduced pressure, and the concentrate was diluted with water, after which it was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate, after which the solvent was removed by distillation under reduced pressure. The residue was crystallized by trituration with ethanol, to give 475 g of the title compound, melting at 98-99 C. |
Yield | Reaction Conditions | Operation in experiment |
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In sodium carbonate (8 ml)-toluene (8 ml)-ethanol; di-isopropyl ether; ethyl acetate; | EXAMPLE 111 2-Bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-one (1.0 g) was dissolved in 2M sodium carbonate (8 ml)-toluene (8 ml)-ethanol (8 ml) and phenyl borate (620 mg) and tetrakstriphenylphosphine palladium (390 mg) were added. The mixture was stirred under reflux with heating for 80 minutes. The reaction system was cooled to room temperature and diisopropyl ether and ethyl acetate were added. The precipitated crystals were collected by filtration and the obtained crystals were washed with ethyl acetate and water to give phenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (830 mg). 1H-NMR(400 MHz, DMSO-d6) delta 7.18-7.46(8H, m, ArH), 7.65(2H, m, ArH), 10.34(1H, br, NH). |
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