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ChemicalBook CAS DataBase List 4'-Hydroxyvalerophenone

4'-Hydroxyvalerophenone synthesis

7synthesis methods
4'-Hydroxyvalerophenone is synthesized from phenol and valeryl chloride. It is a raw material intermediate for liquid crystals.
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Yield:2589-71-1 98%

Reaction Conditions:

with trifluorormethanesulfonic acid at 0 - 20; for 1 h;regiospecific reaction;Friedel-Crafts acylation;

Steps:

4.3. General procedure of Friedel-Crafts acylation of phenols in TfOH

General procedure: Phenol (0.28 mmol) and acyl chloride (0.28 mmol) were dissolved in TfOH (3 ml) at 0 °C. The reaction mixture was warmed to room temperature for appropriate time in Table 2, then poured into cold water and ethyl acetate. The organic layer was washed with 1 M HCl, saturated NaHCO3, and saturated NaCl, and dried over MgSO4, then filtrated. The filtrate was concentrated and the residue was subjected silica column chromatography to afford acylated products. All spectral data were identical with the literatures.27

References:

Murashige, Ryo;Hayashi, Yuka;Ohmori, Syo;Torii, Ayuko;Aizu, Yoko;Muto, Yasuyuki;Murai, Yuta;Oda, Yuji;Hashimoto, Makoto [Tetrahedron,2011,vol. 67,# 3,p. 641 - 649] Location in patent:experimental part

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