4-IODOSTYRENE synthesis
- Product Name:4-IODOSTYRENE
- CAS Number:2351-50-0
- Molecular formula:C8H7I
- Molecular Weight:230.05
1112-55-6
624-38-4
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2351-50-0
General procedure for the synthesis of p-dienylbenzene and 4-iodostyrene from tetravinylsilane and 1,4-diiodobenzene: 1,4-diiodobenzene (0.25 mmol), tetravinylsilane (0.15 mmol), potassium fluoride (1.2 mmol), and loaded palladium nanoparticle catalysts (Pd to substrate molar ratio of 1%) were suspended in N,N-dimethylformamide (1 mL). Subsequently, the reaction flask was evacuated and replaced with argon, and this evacuation-argon replacement cycle was repeated three times (operating pressure of 2 bar). The reaction mixture was stirred at 130°C for 3 h, during which the reaction progress was monitored by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). During this process, all the initial intermediates 3i'-j' formed by single iodide substitution were further reacted to maximize the yield of the target products 3i-j.
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15164-44-0
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2351-50-0
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Yield: 77%
Reaction Conditions:
Stage #1:methyl-triphenylphosphonium iodide with n-butyllithium in tetrahydrofuran at -78; for 0.5 h;Inert atmosphere;
Stage #2:p-(iodophenyl)carboxaldehyde in tetrahydrofuran at 20 - 55; for 5.5 h;Inert atmosphere;
Steps:
1
Under N2, 16 g (40 mmol) of methyltriphenylphosphine iodide was added to 200 mL of THF and stirred.Cool to -78 ° C, add 20 mL (48 mmol) of t-butyl lithium, react for 30 min,Continue to add 9.3g (40mmol) of p-iodobenzaldehyde, stir for 30min, and then naturally warm to room temperature.After heating to 55 ° C, the reaction was carried out for 5 h, 20 mL of a saturated ammonium chloride solution was added, and THF was distilled off.Extracted with ethyl acetate, dried, filtered, concentrated and purified by column chromatographyObtained iodine styrene, yield 77%
References:
Shijiazhuang College;Shi Lanxiang;Zhang Baohua CN108586460, 2018, A Location in patent:Paragraph 0006; 0012; 0013
1112-55-6
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