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ChemicalBook CAS DataBase List 4-Vinylphenol
2628-17-3

4-Vinylphenol synthesis

12synthesis methods
4-Hydroxystyrene (mp 73.5 C, sublimation range 70–80 ℃ at 0.004 kPa) can be obtained by gas-phase dehydrogenation of 4- ethylphenol at 550–600 ℃ and 0.1 MPa on an iron oxide catalyst and in the presence of steam and an aromatic hydrocarbon as diluents. The alkenylphenol, which polymerizes readily, can be separated from the less acidic unconverted 4-ethylphenol by extracting the condensed reactor effluent with alkali at 30 ℃.
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Yield:2628-17-3 97%

Reaction Conditions:

with 4-methoxy-phenol in water;N,N-dimethyl-formamide at 150; for 4 h;Solvent;

Steps:

1-13 Example 12
A stirrer, a thermometer,A 50 ml flask equipped with a reflux condenser was charged with p-hydroxycinnamic acid9.85 g (60 mmol),0.12 g (1 mmol) of p-methoxyphenol as a polymerization inhibitor,And a water content adjusted to a moisture content of 3% by weight as a solvent20 ml of N, N-dimethylformamide was charged,With stirring,Immersed in an oil bath temperature controlled at 150 ° C and heated.After continuing heating for 4 hours,The reaction solution was analyzed by the above-mentioned method using HPLC, and it was confirmed that the raw material p-hydroxycinnamic acid had disappeared. Subsequently, the reaction solution was diluted with 50 g of toluene, 50 g of water was added, and the mixture was thoroughly stirred, and then the aqueous layer and the oil layer were separated. The oil layer was further washed with 25 g of water, and the aqueous layer and the oil layer were separated. The solvent was distilled off from the oil layer under reduced pressure to obtain a yellow-brown solid 6.97 g (97% of the theoretical yield). When chemical purity was analyzed by HPLC using the above-mentioned method, the chemical purity of p-hydroxystyrene was 96.2% (area percentage).

References:

TORAY FINE CHEMICALS COMPANY LIMITED;ISHIKAWA, MICHIYA;NAKATANI, JIRO JP6008201, 2016, B2 Location in patent:Paragraph 0057-0066

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